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

HRID 1073029ノート

反応式

HRID 1073029 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-852c88e170454d11a6857fbf0d58e048
出典データセット
uspto-grants-1990_11
特許番号
US04968340

反応ノート

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