synthesis about theoretical synthesis of MDP2P

[Hsgdhefbkeysn]

Is there anyone that is speaclised in synthesis using fried-crafts adylation ? I would like to send them a theoretical synthesis but don’t want to post it if it’s not correct .

 

[Hsgdhefbkeysn]

If anyone wants to try it’s just theoretical, I got from a friend .
Hopefully a novel way for MDP2P

Materials and Chemicals:



- **Catechol**: 0.36 grams

- **Formaldehyde (37% aqueous solution)**: Approximately 0.4 mL

- **Propionic Acid**: Approximately 1.1 mL

- **Acetic Anhydride**: Approximately 1.1 mL

- **Zinc Chloride (ZnCl2)**: 0.76 grams

- **Dichloromethane (DCM)**: Approximately 20 mL

- **p-Toluenesulfonic acid (PTSA)**: 0.46 grams (adjusted for use of monohydrate)

- **Ice water**: 10 mL

- **Sodium bicarbonate solution**: 4 mL

- **Distilled water**: 4 mL

- **Anhydrous sodium sulfate**: A small amount for drying



### Equipment Needed:



- Reaction flask (100 mL capacity)

- Reflux condenser

- Separatory funnel

- Ice bath

- Fume hood

- Simple distillation setup for solvent evaporation



### Detailed Synthesis Procedure:



#### Step 1: Methylenation of Catechol

1. **Initial Setup**:

- In a 100 mL reaction flask equipped with a stirrer, add 20 mL of dichloromethane.

- Dissolve 0.36 grams of catechol and 0.46 grams of PTSA monohydrate in the flask.



2. **Addition of Formaldehyde**:

- Slowly add approximately 0.4 mL of 37% aqueous formaldehyde solution to the flask containing the catechol and PTSA mixture.

- Stir the mixture at room temperature for 1-2 hours to ensure complete methylenation.



#### Step 2: Preparation of Mixed Anhydride and Acylation

3. **Addition of Propionic Acid**:

- To the same reaction flask, add approximately 1.1 mL of propionic acid.



4. **Formation of Mixed Anhydride**:

- Slowly add approximately 1.1 mL of acetic anhydride to the flask.

- Stir the mixture at room temperature for about 30 minutes to allow the formation of the mixed anhydride (propionyl acetate).



5. **Acylation with Zinc Chloride**:

- Cool the entire reaction mixture in an ice bath to 0°C.

- Gradually add 0.76 grams of zinc chloride to the cooled reaction mixture.

- Allow the mixture to warm to room temperature while stirring.

- Continue stirring at room temperature for 4-5 hours.



#### Step 3: Workup and Purification

6. **Quenching the Reaction**:

- Carefully add 10 mL of ice water to the reaction flask to quench the reaction.



7. **Extraction**:

- Transfer the quenched mixture to a small separatory funnel.

- Extract the reaction mixture with 20 mL of dichloromethane in three portions (about 6-7 mL each), vigorously shaking and venting the funnel regularly to manage pressure.

- Collect the organic layer after each extraction.



8. **Neutralization and Washing**:

- Wash the combined organic layer in the separatory funnel with 4 mL of sodium bicarbonate solution, then with 4 mL of distilled water, gently shaking and venting as needed.



9. **Drying the Organic Layer**:

- Dry the organic extracts over a small amount of anhydrous sodium sulfate, then filter out the drying agent.



10. **Solvent Removal**:

- Allow the dichloromethane to evaporate naturally in a well-ventilated area or use a gentle heat source not exceeding 35°C.

 

[Hsgdhefbkeysn]

I’m sorry I was mistaken this wouldn’t nethylate CATECHOL with formaldehyde. I would delete it but I don’t see how