Methyl morpholine oxide → 2-t-Butyldiphenylsilyloxymethyl-2-propenal

HRID 398767

반응식

HRID 398767 반응식
[Si:1]([O:18][CH2:19][C:20](=[CH2:23])[CH2:21][OH:22])([C:14]([CH3:17])([CH3:16])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[N+]1([O-])CCOCC1>ClCCl.[Ru]([O-])(=O)(=O)=O.C([N+](CCC)(CCC)CCC)CC>[Si:1]([O:18][CH2:19][C:20](=[CH2:23])[CH:21]=[O:22])([C:14]([CH3:16])([CH3:17])[CH3:15])([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 2

HCID 82029Methyl morpholine oxideHCID 114502322-t-Butyldiphenylsilyloxymethyl-2-propene-1-ol

생성물 1

HCID 533097872-t-Butyldiphenylsilyloxymethyl-2-propenal수율 83%

시약·촉매·용매 2

HCID 178419074HCID 178419074, 화합물촉매HCID 6344Dichloromethane용매

반응 조건

온도
20 °C

실험 절차

A mixture of 2-t-butyldiphenylsilyloxymethyl-2-propene-1-ol (25.5 g, 86.7 mmol), molecular sieves in powder (26 g), N-methylmorpholine-N-oxide (15.3 g, 130 mmol) and tetrapropylammoniumperruthenate (1.5 g, 4 mmol) in anhydrous dichloromethane (400 ml) is stirred overnight at 20° C. Then the reaction mixture is concentrated in vacuo and purified by flash chromatography on silica gel to give the title product (21 g, 83%).

후처리

  1. concentrationThen the reaction mixture is concentrated in vacuo
  2. custompurified by flash chromatography on silica gel

출처 및 근거

ORD 기록
ord-8661d624be634f08924ce746aaf0c6dc
출처 데이터셋
uspto-grants-1998_10
특허 번호
US05817647

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