Potassium Carbonate → 4-{4-[4-(4-Fluorobenzamido)piperidinomethyl]phenylmethoxyl}-2-isopropylidenecoumaran-3-one

HRID 381683ノート

反応式

HRID 381683 の反応式
Cl[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][O:10][C:11]2[CH:19]=[CH:18][CH:17]=[C:16]3[C:12]=2[C:13](=[O:23])[C:14](=[C:20]([CH3:22])[CH3:21])[O:15]3)=[CH:5][CH:4]=1.C(=O)([O-])[O-].[K+].[K+].[F:30][C:31]1[CH:45]=[CH:44][C:34]([C:35]([NH:37][CH:38]2[CH2:43][CH2:42][NH:41][CH2:40][CH2:39]2)=[O:36])=[CH:33][CH:32]=1>CN(C)C=O>[F:30][C:31]1[CH:45]=[CH:44][C:34]([C:35]([NH:37][CH:38]2[CH2:43][CH2:42][N:41]([CH2:2][C:3]3[CH:8]=[CH:7][C:6]([CH2:9][O:10][C:11]4[CH:19]=[CH:18][CH:17]=[C:16]5[C:12]=4[C:13](=[O:23])[C:14](=[C:20]([CH3:22])[CH3:21])[O:15]5)=[CH:5][CH:4]=3)[CH2:40][CH2:39]2)=[O:36])=[CH:33][CH:32]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 47782264-fluoro-N-(piperidin-4-yl)benzamideHCID 183638384-(4-Chloromethyl-phenylmethoxy)-2-isopropylidenecoumaran-3-one

生成物 1

HCID 98711274-{4-[4-(4-Fluorobenzamido)piperidinomethyl]phenylmethoxyl}-2-isopropylidenecoumaran-3-one収率 20.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

A mixture of 570 mg 4-(4-chloromethyl-phenylmethoxy)-2-isopropylidenecoumaran-3-one (preparation 2), 240 mg potassium carbonate, 400 mg 4-(4-fluorobenzamido)piperidine and 15 ml dimethylformamide is warmed to 60° C. for 3 hours, then evaporated, mixed with water and extracted with ethyl acetate. After evaporation of the extract, the residue (0.6 g) is purified by silica gel chromatography (eluent ethyl acetate) to give 180 mg (19%) of the desired compound, m.p. 205-208° C.

後処理

  1. customevaporated
  2. additionmixed with water
  3. extractionextracted with ethyl acetate
  4. customAfter evaporation of the extract
  5. customthe residue (0.6 g) is purified by silica gel chromatography (eluent ethyl acetate)

出典と根拠

ORDレコード
ord-aaaeabbf1dca43189727a5018d80d803
出典データセット
uspto-grants-2001_10
特許番号
US06307051B1

反応ノート

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