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Butyryl chloride → (+)-2-(4-(3-Butyryloxy-4,4,4-trifluoro-1-butenyl)phenyl)-5-decyloxypyrimidine

HRID 1163
ノート
印刷プレビュー

反応式

HRID 1163 の反応式
[OH:1][CH:2]([C:28]([F:31])([F:30])[F:29])[CH:3]=[CH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:16]=[CH:15][C:14]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])=[CH:13][N:12]=2)=[CH:7][CH:6]=1.[C:32](Cl)(=[O:36])[CH2:33][CH2:34][CH3:35]>N1C=CC=CC=1.C1(C)C=CC=CC=1>[C:32]([O:1][CH:2]([C:28]([F:30])([F:31])[F:29])[CH:3]=[CH:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]2[N:16]=[CH:15][C:14]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])=[CH:13][N:12]=2)=[CH:9][CH:10]=1)(=[O:36])[CH2:33][CH2:34][CH3:35]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 8855Butyryl chlorideHCID 54106197(-)-2-(4-(3-Hydroxy-4,4,4-trifluoro-1-butenyl)phenyl)-5-decyloxypyrimidine

生成物 1

HCID 54507690(+)-2-(4-(3-Butyryloxy-4,4,4-trifluoro-1-butenyl)phenyl)-5-decyloxypyrimidine収率 93.1%

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 1140Toluene溶媒

実験手順

1.0 g of (-)-2-(4-(3-hydroxy-4,4,4-trifluoro-1-butenyl) phenyl)-5-decyloxypyrimidine was dissolved in 20 ml of pyridine. The solution was added with 0.5 g of butyryl chloride and stirred at 25°-30° C. for 4 hours. The reaction mixture was diluted with 100 ml of toluene and washed with 4N hydrochloric acid, water, a 5% sodium bicarbonate solution and water successively in that order, and then the toluene layer was concentrated under reduced pressure. The residue was purified by subjecting it to silica gel column chromatography using toluene/ethyl acetate as eluent to obtain 1.08 g of (+)-2-(4-(3-butyryloxy-4,4,4-trifluoro-1-butenyl) phenyl)-5-decyloxy-pyrimidine.

後処理

  1. washwashed with 4N hydrochloric acid, water
  2. concentrationa 5% sodium bicarbonate solution and water successively in that order, and then the toluene layer was concentrated under reduced pressure
  3. customThe residue was purified

出典と根拠

ORDレコード
ord-a527bf234aeb411088cf0a7588b93b15
出典データセット
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05723610

反応ノート

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