تفاعل #543992

معادلة التفاعل

3-methyl-4-chlorophenol

triphenylphosphine

(S)-methyl lactate

DEAD

→

product

Methyl (2R)-2-(4-chloro-3-methylphenoxy)propanoate

المذيبات

DCM

ظروف التفاعل

المعالجة

1. 1
   أخرىReaction
2. 2
   ترشيحThe mixture was then filtered through a pad of silica gel
3. 3
   تركيزconcentrated
4. 4
   أخرىThe residue was purified via flash chromatography
5. 5
   غسيلeluting with 10% EtOAc/hexanes

الإجراء التجريبي

To a solution of 3-methyl-4-chlorophenol (10.0 g, 69 mmol), triphenylphosphine (1.3 eq, 22 g), (S)-methyl lactate (1.3 eq, 9.4 mL) in DCM (230 mL) at 0° C. was added DEAD (1.2 eq, 13 mL) over 1 min. Reaction warmed to rt overnight. The mixture was then filtered through a pad of silica gel and concentrated. The residue was purified via flash chromatography eluting with 10% EtOAc/hexanes to provide the product as a colorless oil.

المصدر