Methanol → Methyl 2-chloromethylbenzoate

HRID 325116Notes

Reaction equation

HRID 325116 reaction equation
[Cl:1][CH2:2][C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[C:5](Cl)=[O:6].[CH3:12][OH:13]>>[CH3:12][O:13][C:5](=[O:6])[C:4]1[CH:8]=[CH:9][CH:10]=[CH:11][C:3]=1[CH2:2][Cl:1]

Participants

3

Reactant 2

HCID 887Methanol2×HCID 30163952-(Chloromethyl)benzoyl chloride

Product 1

HCID 118590Methyl 2-chloromethylbenzoateYield 94%

Procedure

180 g of o-(chloromethyl)benzoyl chloride was placed in a double-neck 500 ml flask equipped with a thermometer, cooler and dropping funnel. While maintaining the internal temperature of a reactor at 40˜50° C., 50 ml of methanol was added dropwise. After all amounts of methanol were infused, the reacting mixture was stirred for 10 hours, while maintaining the internal temperature of a reactor at 40˜50° C. After a distillator was equipped, a fractional distillation under reduced pressure was made to afford 165 g of desired compound (yield 94%) as oil.

Workup

  1. customequipped with a thermometer, cooler
  2. temperatureWhile maintaining the internal temperature of a reactor at 40˜50° C.
  3. temperaturewhile maintaining the internal temperature of a reactor at 40˜50° C
  4. customAfter a distillator was equipped
  5. distillationa fractional distillation under reduced pressure

Sources & evidence

ORD record
ord-51dd94455e294b879d4849a7b0044ceb
Source dataset
uspto-grants-2001_04
Patent number
US06222060B1

Reaction notes

Loading…