Diazomethane → 4-[[2-(1,1-Dimethylethoxy)-2-oxoethyl]oxy]-alpha-methyl-benzenepropanoic acid, methyl ester

HRID 248078ノート

反応式

HRID 248078 の反応式
[CH3:1][C:2]([CH3:21])([O:4][C:5](=[O:20])[CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH:15]([CH3:19])[C:16]([OH:18])=[O:17])=[CH:10][CH:9]=1)[CH3:3].[N+](=[CH2:24])=[N-]>C(OCC)C>[CH3:3][C:2]([CH3:1])([O:4][C:5](=[O:20])[CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH:15]([CH3:19])[C:16]([O:18][CH3:24])=[O:17])=[CH:10][CH:9]=1)[CH3:21]

参加物

4

反応物 2

HCID 9550DiazomethaneHCID 197645314-[[2-(1,1-Dimethylethoxy)-2-oxoethyl]oxy]-alpha-methyl-benzenepropanoic acid

生成物 1

HCID 867467874-[[2-(1,1-Dimethylethoxy)-2-oxoethyl]oxy]-alpha-methyl-benzenepropanoic acid, methyl ester

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

Dissolve (+)-4-[[2-(1,1-dimethylethoxy)-2-oxoethyl]oxy]-alpha-methyl-benzenepropanoic acid (90% ee) (6.04 g, 20.5 mmol) in ethyl ether (400 mL) and treat with excess diazomethane. Wash with saturated sodium hydrogen carbonate (2×300 mL) and brine (300 mL). Dry (MgSO4) and evaporate the solvent in vacuo to give (+)-4-[[2-(1,1-dimethylethoxy)-2-oxoethyl]oxy]-alpha-methyl-benzenepropanoic acid, methyl ester (5.85 g).

後処理

  1. washWash with saturated sodium hydrogen carbonate (2×300 mL) and brine (300 mL)
  2. dry with materialDry (MgSO4)
  3. customevaporate the solvent in vacuo

出典と根拠

ORDレコード
ord-cb03b59edc6f49b58f2d6387d49e8bb5
出典データセット
uspto-grants-1993_05
特許番号
US05208240

反応ノート

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