Sodium Chloride → (R)-4-(Oxiran-2-ylmethoxy)benzonitrile

HRID 345140노트

반응식

HRID 345140 반응식
[C:1]([C:3]1[CH:18]=[CH:17][C:6]([O:7][CH2:8][C@H:9]([OH:16])[CH2:10]OS(C)(=O)=O)=[CH:5][CH:4]=1)#[N:2].[OH-].[Na+].[Cl-].[Na+]>COCCOC>[O:16]1[CH2:10][C@@H:9]1[CH2:8][O:7][C:6]1[CH:17]=[CH:18][C:3]([C:1]#[N:2])=[CH:4][CH:5]=1

참가 물질

5

반응물 3

HCID 5234Sodium ChlorideHCID 14798Sodium HydroxideHCID 15066864(2S)-1-(4-cyanophenoxy)-3-methane-sulfonyloxypropan-2-ol

생성물 1

HCID 6934186(R)-4-(Oxiran-2-ylmethoxy)benzonitrile수율 100.6%

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

A solution of 2.71 g of (2S)-1-(4-cyanophenoxy)-3-methanesulfonyloxypropan-2-ol in 40 ml of 1,2-dimethoxyethane was stirred with 1.0 g of powdered sodium hydroxide at room temperature for 22 h. 10 ml of saturated sodium chloride solution was added, and the mixture was extracted twice with ether. Washing with 5% sodium hydrogen carbonate, drying over magnesium sulfate, filtration and evaporation gave 1.76 g of crystalline material, m.p. 67.5° C., [α]D20 -14.7° (c=1, acetone)

후처리

  1. extractionthe mixture was extracted twice with ether
  2. washWashing with 5% sodium hydrogen carbonate
  3. dry with materialdrying over magnesium sulfate, filtration and evaporation

출처 및 근거

ORD 기록
ord-6502e50d01ff4812be887b12e6ecdaac
출처 데이터셋
uspto-grants-1991_10
특허 번호
US05055490

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