Benzyl Bromide → 4-Hydroxy-2,2-dimethyl-butyric acid benzyl ester

HRID 1289872

反応式

HRID 1289872 の反応式
[K+].[OH:2][CH2:3][CH2:4][C:5]([CH3:10])([CH3:9])[C:6]([O-:8])=[O:7].[C:11]1([CH2:17]Br)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>CN(C=O)C>[C:11]1([CH2:17][O:7][C:6](=[O:8])[C:5]([CH3:10])([CH3:9])[CH2:4][CH2:3][OH:2])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

参加物

4

反応物 2

HCID 7498Benzyl BromideHCID 23712640Potassium 4-hydroxy-2,2-dimethylbutyrate

生成物 1

HCID 141523044-Hydroxy-2,2-dimethyl-butyric acid benzyl ester収率 72.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 4-hydroxy-2,2-dimethylbutyric acid monopotassium salt (10.6 g,62.35 mmol) and phenylmethyl bromide (11.63 g, 68 mmol) in 100 ml of DMF was stirred at room temperature for 24 hours and then the mixture was poured into ice/water. The mixture was extracted with ether (3×) and the organic layer was washed with brine, dried over sodium sulfate, and concentrated in vacuo. The residue was purified by column chromatography (silica, 12-66% of ethyl acetate/hexane) to afford 10.02 g (72%) of 4-hydroxy-2,2-dimethylbutyric acid phenylmethyl ester.

後処理

  1. extractionThe mixture was extracted with ether (3×)
  2. washthe organic layer was washed with brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by column chromatography (silica, 12-66% of ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-1c8f11f91bd54ba8b74aafa15554c51d
出典データセット
uspto-grants-1998_05
特許番号
US05750550

関連ノート

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