Methyl morpholine oxide → 3-Chloro-1-benzothiophene-2-carbaldehyde

HRID 406795

반응식

HRID 406795 반응식
[Cl:1][C:2]1[C:3]2[CH:12]=[CH:11][CH:10]=[CH:9][C:4]=2[S:5][C:6]=1[CH2:7][OH:8].C[N+]1([O-])CCOCC1>C(Cl)Cl.CCC[N+](CCC)(CCC)CCC.[O-][Ru](=O)(=O)=O>[Cl:1][C:2]1[C:3]2[CH:12]=[CH:11][CH:10]=[CH:9][C:4]=2[S:5][C:6]=1[CH:7]=[O:8]

참가 물질

5

반응물 2

HCID 82029Methyl morpholine oxideHCID 821965(3-Chloro-1-benzothien-2-yl)methanol

생성물 1

HCID 8181213-Chloro-1-benzothiophene-2-carbaldehyde수율 84.7%

시약·촉매·용매 2

HCID 178419074HCID 178419074, 화합물촉매HCID 6344Dichloromethane용매

실험 절차

A solution of alcohol 12 (4.32 g, 21.6 mmol) in 40 mL of CH2Cl2 was treated with 4A molecular sieves, NMO (3.81 g, 32.5 mmol), and TPAP (381 mg, 1.08 mmol). The reaction was stirred for 10 min. and then was evaporated to dryness. Purification by flash chromatography on silica gel (2% ethyl acetate/hexane) gave 3.52 g (18.3 mmol, 84%) of the aldehyde (13).

후처리

  1. customwas evaporated to dryness
  2. customPurification by flash chromatography on silica gel (2% ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-1a7ba306a4944da791246b5d6332cddc
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08754122B2

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