Methyl morpholine oxide → 4-Cyclohexyl-4-formylpiperidine-1-carboxylic acid tert-butyl ester

HRID 1795167노트

반응식

HRID 1795167 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)([CH2:14][OH:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C[N+]1([O-])CCOCC1>C(Cl)Cl.[Ru]([O-])(=O)(=O)=O.C([N+](CCC)(CCC)CCC)CC>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][C:11]([CH:16]2[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]2)([CH:14]=[O:15])[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 2

HCID 82029Methyl morpholine oxideHCID 11000987HCID 11000987, 화합물

생성물 1

HCID 219368754-Cyclohexyl-4-formylpiperidine-1-carboxylic acid tert-butyl ester

시약·촉매·용매 2

HCID 178419074HCID 178419074, 화합물촉매HCID 6344Dichloromethane용매

실험 절차

To a mixture of 4-cyclohexyl-4-hydroxymethyl-piperidine-1-carboxylic acid tert-butyl ester, 3, (1.0 g, 3.36 mmol), 4-methylmorpholine N-oxide (0.54 g, 4.64 mmol), and molecular sieves (0.5 g) in methylene chloride (20 mL) under argon atmosphere is added tetrapropylammonium perruthenate (35.5 mg) at room temperature. The mixture is stirred for 30 min to 1 hour after which the solution is filtered through a pad of silica and the solvent removed in vacuo to afford the desired product as a colorless oil, which is used without further purification. MS (ESI) m/z 318, (M+Na+).

후처리

  1. filtrationis filtered through a pad of silica
  2. customthe solvent removed in vacuo

출처 및 근거

ORD 기록
ord-4f176b99a0b74b3e9288f7a212f2ff19
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07026335B2

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