Dimethylformamide → t-butyl [(1R)-2-(3-cyanophenoxy)-1-(4-iodobenzyl)ethyl]carbamate

HRID 747735노트

반응식

HRID 747735 반응식
[C:1]([C:3]1[CH:4]=[C:5]([OH:9])[CH:6]=[CH:7][CH:8]=1)#[N:2].C(=O)([O-])[O-].[K+].[K+].Cl[CH2:17][C@H:18]([NH:27][C:28](=[O:34])[O:29][C:30]([CH3:33])([CH3:32])[CH3:31])[CH2:19][C:20]1[CH:25]=[CH:24][C:23]([I:26])=[CH:22][CH:21]=1.CN(C)C=O>O>[C:1]([C:3]1[CH:4]=[C:5]([CH:6]=[CH:7][CH:8]=1)[O:9][CH2:17][C@H:18]([NH:27][C:28](=[O:34])[O:29][C:30]([CH3:33])([CH3:32])[CH3:31])[CH2:19][C:20]1[CH:21]=[CH:22][C:23]([I:26])=[CH:24][CH:25]=1)#[N:2]

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 133943-CyanophenolHCID 86760709t-butyl [(1R)-2-chloro-1-(4-iodobenzyl)ethyl]carbamate

생성물 1

HCID 86760710t-butyl [(1R)-2-(3-cyanophenoxy)-1-(4-iodobenzyl)ethyl]carbamate

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
70 °C

실험 절차

724 mg (6.08 mmol) of 3-cyanophenol and 1.12 g (8.1 mmol) of potassium carbonate were added to 1.6 g (0.60 mmol) of t-butyl [(1R)-2-chloro-1-(4-iodobenzyl)ethyl]carbamate and 25 ml of dimethylformamide, and they were stirred at 70° C. for 55 hours. The reaction liquid was diluted with water. After extraction with ethyl acetate, the organic layer was successively washed with water and saturated aqueous NaCl solution. The solvent was evaporated, and the residue was purified by the silica gel column chromatography to obtain the title compound.

후처리

  1. customThe reaction liquid
  2. extractionAfter extraction with ethyl acetate
  3. washthe organic layer was successively washed with water and saturated aqueous NaCl solution
  4. customThe solvent was evaporated
  5. customthe residue was purified by the silica gel column chromatography

출처 및 근거

ORD 기록
ord-ead6881ae7e9418bbf9d9b7f2931aebd
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07396844B1

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