4-Methylmorpholine → [4-(Morpholin-4-yl)phenyl]methanol

HRID 2084294

반응식

HRID 2084294 반응식
[N:1]1([C:7]2[CH:15]=[CH:14][C:10]([C:11](O)=[O:12])=[CH:9][CH:8]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.CN1CCOCC1.ClC(OCC)=O.[BH4-].[Na+]>O1CCCC1.O.CO>[N:1]1([C:7]2[CH:8]=[CH:9][C:10]([CH2:11][OH:12])=[CH:14][CH:15]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

참가 물질

8

반응물 4

HCID 79724-MethylmorpholineHCID 10928Ethyl chloroformateHCID 3452784-(Morpholin-4-yl)benzoic acidHCID 4311764Sodium borohydride

생성물 1

HCID 2776456[4-(Morpholin-4-yl)phenyl]methanol수율 18%

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 4-(4-morpholinyl)benzoic acid (1.00 g, 4.83 mmol) and 4-methylmorpholine (0.53 mL, 4.8 mmol) in tetrahydrofuran (25 mL) at −10° C. was treated with ethyl chloroformate (0.46 mL, 4.8 mmol). After 0.25 h, the mixture was treated with sodium borohydride (550 mg, 14.5 mmol) followed by MeOH (50 mL) slowly. The mixture was then treated with 5% HOAC in water and the mixture was concentrated . The residue was purified by chromatography (SiO2, EtOAc:hexanes) yielding 164 mg (18%) of the title compound.

후처리

  1. concentrationthe mixture was concentrated
  2. customThe residue was purified by chromatography (SiO2, EtOAc:hexanes)

출처 및 근거

ORD 기록
ord-b8e3b5d908134d1b83dcd750c12c9c25
출처 데이터셋
uspto-grants-2004_04
특허 번호
US06716855B2

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