Acetyl chloride → Methyl 4-hydroxy-2,5-dimethylbenzoate

HRID 471002노트

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HRID 471002 반응식
[C:1](Cl)(=O)C.[OH:5][C:6]1[C:14]([CH3:15])=[CH:13][C:9]([C:10]([OH:12])=[O:11])=[C:8]([CH3:16])[CH:7]=1>CO>[OH:5][C:6]1[C:14]([CH3:15])=[CH:13][C:9]([C:10]([O:12][CH3:1])=[O:11])=[C:8]([CH3:16])[CH:7]=1

참가 물질

4

반응물 2

HCID 6367Acetyl chloride2회HCID 236001494-Hydroxy-2,5-dimethylbenzoic acid

생성물 1

HCID 22615980Methyl 4-hydroxy-2,5-dimethylbenzoate

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Acetyl chloride (0.107 mL) was added dropwise to a solution of 4-hydroxy-2,5-dimethylbenzoic acid (example 18, step a) (0.249 g) in methanol (15 mL) and the resulting mixture stirred at room temperature for 72 h. Acetyl chloride (0.107 mL) was then added and the reaction heated to 50° C. and stirred at this temperature overnight. The reaction was concentrated and the residue purified by silica gel chromatography eluting with 1:1 isohexane:ethyl acetate to 100% ethyl acetate gradient. The fractions containing product were combined and evaporated in vacuo to give the subtitled compound as a white solid. Yield 0.25 g.

후처리

  1. temperaturethe reaction heated to 50° C.
  2. stirringstirred at this temperature overnight
  3. concentrationThe reaction was concentrated
  4. customthe residue purified by silica gel chromatography
  5. washeluting with 1:1 isohexane
  6. additionThe fractions containing product
  7. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-996f9c70731d4b318e277e7bb19e922a
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08629271B2

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