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

HRID 1689233ノート

反応式

HRID 1689233 の反応式
[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

参加物

4

反応物 2

HCID 6367Acetyl chloride2 回HCID 236001494-Hydroxy-2,5-dimethylbenzoic acid

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ce9990a37c88407e9dcd9797da95d28b
出典データセット
uspto-grants-2012_04
特許番号
US08148373B2

反応ノート

読み込み中…