Allyl bromide → HCID 86756754、化合物

HRID 1978088ノート

反応式

HRID 1978088 の反応式
[CH2:1](Br)[CH:2]=[CH2:3].[C:5]([C@H:8]([CH2:15][CH:16]([CH3:18])[CH3:17])[C@H:9]([OH:14])[C:10]([O:12][CH3:13])=[O:11])([OH:7])=[O:6].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O>[CH2:1]([O:7][C:5]([C@H:8]([CH2:15][CH:16]([CH3:18])[CH3:17])[C@H:9]([OH:14])[C:10]([O:12][CH3:13])=[O:11])=[O:6])[CH:2]=[CH2:3]

参加物

5

反応物 3

HCID 7841Allyl bromideHCID 10796Cesium carbonateHCID 22880382HCID 22880382、化合物

生成物 1

HCID 86756754HCID 86756754、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

2.1 ml of allyl bromide were added to a solution of 4.52 g of methyl 3(R)-carboxy-2(S)-hydroxy-5-methylhexanoate and 7.9 g of caesium carbonate in 30 ml of dimethylformamide. The mixture was stirred overnight and then evaporated. The residue was dissolved in dichloromethane and washed with 2M aqueous hydrochloric acid. The dichloromethane phase was then dried over anhydrous magnesium sulphate and the solvent was evaporated. The residue was purified by flash chromatography on silica gel using ethyl acetatelhexane (1:9 increasing to 2:8) for the elution. There were obtained 2.88 g of methyl 3(R)-(allyloxycarbonyl)-2(S)-hydroxy-5-methylhexanoate in the form of a pale yellow oil.

後処理

  1. customevaporated
  2. dissolutionThe residue was dissolved in dichloromethane
  3. washwashed with 2M aqueous hydrochloric acid
  4. dry with materialThe dichloromethane phase was then dried over anhydrous magnesium sulphate
  5. customthe solvent was evaporated
  6. customThe residue was purified by flash chromatography on silica gel
  7. washfor the elution

出典と根拠

ORDレコード
ord-f99569cc78de461ebf5503244451ecc5
出典データセット
uspto-grants-2001_05
特許番号
US06235787B1

反応ノート

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