Allyl bromide → HCID 86756754, 화합물

HRID 1978088노트

반응식

HRID 1978088 반응식
[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]

참가 물질

5

반응물 3

HCID 7841Allyl bromideHCID 10796Cesium carbonateHCID 22880382HCID 22880382, 화합물

생성물 1

HCID 86756754HCID 86756754, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f99569cc78de461ebf5503244451ecc5
출처 데이터셋
uspto-grants-2001_05
특허 번호
US06235787B1

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