Water → 2-(5-t-Butylthiophen-2-yl)-cyclopropanecarbonyl-2,6-cis-dimethylmorpholine

HRID 1252467ノート

反応式

HRID 1252467 の反応式
[CH3:1][C@H:2]1[O:7][C@@H:6]([CH3:8])[CH2:5][NH:4][CH2:3]1.[C:9]([C:13]1[S:17][C:16]([CH:18]2[CH2:20][CH:19]2[C:21](Cl)=[O:22])=[CH:15][CH:14]=1)([CH3:12])([CH3:11])[CH3:10].O>[Na]>[C:9]([C:13]1[S:17][C:16]([CH:18]2[CH2:20][CH:19]2[C:21]([N:4]2[CH2:5][C@H:6]([CH3:8])[O:7][C@H:2]([CH3:1])[CH2:3]2)=[O:22])=[CH:15][CH:14]=1)([CH3:12])([CH3:10])[CH3:11]

参加物

5

反応物 3

HCID 962WaterHCID 6415002,6-Dimethylmorpholine, cis-HCID 201399582-(5-t-Butylthiophen-2-yl)-cyclopropanecarbonyl chloride

生成物 1

HCID 1317155232-(5-t-Butylthiophen-2-yl)-cyclopropanecarbonyl-2,6-cis-dimethylmorpholine

試薬・触媒・溶媒 1

HCID 5360545Sodium溶媒

反応条件

温度
20 °C

実験手順

cis-2,6-Dimethylmorpholine (6.6 g, 0.057 mol) was added dropwise to a solution of 2-(5-t-butylthiophen-2-yl)-cyclopropanecarbonyl chloride (2.50 g, 0.01 mol) in sodium dried ether (20 ml) at 10° C. and after complete addition the solution was stirred at 20° C. for 3 hours. The reaction mixture was poured into water and extracted with diethyl ether (2×75 ml). The ethereal extracts were washed with water, dried over anhydrous sodium sulphate, and the solvent removed to give 2-(5-t-butylthiophen-2-yl)-cyclopropanecarbonyl-2,6-cis-dimethylmorpholine as a yellow oil. This oil was separated by column chromatography (silica eluted with petroleum ether/ethyl acetate 1:1) to give 2-(5-t-butylthiophen-2-yl)-trans-cyclopropanecarbonyl)-2,6-cis-dimethylmorpholine (1.70 g, 53%) and 2-(5-t-butylthiophen-2-yl)-cis-cyclopropanecarbonyl)-2,6-cis-dimethylmorpholine (0.94 g, 29%).

後処理

  1. additionafter complete addition the solution
  2. extractionextracted with diethyl ether (2×75 ml)
  3. washThe ethereal extracts were washed with water
  4. dry with materialdried over anhydrous sodium sulphate
  5. customthe solvent removed

出典と根拠

ORDレコード
ord-959852de98a34254b3ff354fda6b0c38
出典データセット
uspto-grants-1988_05
特許番号
US04743602

反応ノート

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