Dimethylformamide → Methyl 2-(4,6-dimethoxypyrimidin-2-yl)oxyhexanoate

HRID 1073029노트

반응식

HRID 1073029 반응식
[OH:1][C:2]1[N:7]=[C:6]([O:8][CH3:9])[CH:5]=[C:4]([O:10][CH3:11])[N:3]=1.Br[CH:13]([CH2:18][CH2:19][CH2:20][CH3:21])[C:14]([O:16][CH3:17])=[O:15].CN(C)C=O.C(=O)([O-])[O-].[K+].[K+]>O>[CH3:9][O:8][C:6]1[CH:5]=[C:4]([O:10][CH3:11])[N:3]=[C:2]([O:1][CH:13]([CH2:18][CH2:19][CH2:20][CH3:21])[C:14]([O:16][CH3:17])=[O:15])[N:7]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 95578Hexanoic acid, 2-bromo-, methyl esterHCID 178493557HCID 178493557, 화합물

생성물 1

HCID 15070278Methyl 2-(4,6-dimethoxypyrimidin-2-yl)oxyhexanoate수율 73.7%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

3.5 g of 2-hydroxy-4,6-dimethoxypyrimidine, 4.7 g of methyl 2-bromohexanoate, 50 ml of N,N-dimethylformamide and 3.3 g of anhydrous potassium carbonate were stirred at a temperature of from 85° to 90° C. for 3 hours. The reaction mixture was cooled to room temperature and then diluted with water. This aqueous mixture was extracted with ethyl ether. The ethyl ether extract was washed with water and dried. Then, ethyl ether was removed by distillation under reduced pressure to obtain a slightly yellow oily substance. The slightly yellow oily substance was purified by silica gel column chromatography (eluent: hexane/ethyl acetate =6/1) to obtain 4.7 g of the desired product.

후처리

  1. extractionThis aqueous mixture was extracted with ethyl ether
  2. extractionThe ethyl ether extract
  3. washwas washed with water
  4. customdried
  5. customThen, ethyl ether was removed by distillation under reduced pressure
  6. customto obtain a slightly yellow oily substance
  7. customThe slightly yellow oily substance was purified by silica gel column chromatography (eluent: hexane/ethyl acetate =6/1)

출처 및 근거

ORD 기록
ord-852c88e170454d11a6857fbf0d58e048
출처 데이터셋
uspto-grants-1990_11
특허 번호
US04968340

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