Water → HCID 11379632、化合物

HRID 2356378

反応式

HRID 2356378 の反応式
Cl.[CH2:2]=[C:3]1[C:8](=[O:9])[CH:7]2[CH2:10][CH2:11][N:4]1[CH2:5][CH2:6]2.O.[C:13]1([SH:19])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[C:13]1([S:19][CH2:2][CH:3]2[C:8](=[O:9])[CH:7]3[CH2:10][CH2:11][N:4]2[CH2:5][CH2:6]3)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

参加物

5

反応物 3

HCID 962WaterHCID 7969ThiophenolHCID 184012841-Azabicyclo(2.2.2)octan-3-one, 2-methylene-, hydrochloride (1:1)

生成物 1

HCID 11379632HCID 11379632、化合物

試薬・触媒・溶媒 1

HCID 74236Tetrabutylammonium Bromide触媒

反応条件

温度
80 °C

実験手順

To a stirred solution of 2-methylene-3-quinuclidinone hydrochloride (1 g, 0.0057 mol) in water (10 ml) triethylamine (1.73 g, 0.0171 mol), tetra-n-butyl ammonium bromide (180 mg, 0.00057 mol) and thiophenol (0.63 g, 0.0057 mol) were added and the reaction mixture was allowed to stir at 80° C. for 18 h. The completion of reaction was monitored by tlc. The reaction mixture was quenched with ice-cold water (20 ml), extracted with dichloromethane (4×50 ml), organic layers were washed with brine and dried over sodium sulphate, filtered and concentrated to get the crude product which was purified (550 mg) by column chromatography on silica gel using chloroform as eluent.

後処理

  1. customThe completion of reaction
  2. customThe reaction mixture was quenched with ice-cold water (20 ml)
  3. extractionextracted with dichloromethane (4×50 ml), organic layers
  4. washwere washed with brine
  5. dry with materialdried over sodium sulphate
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-9d07993715534551b8d96edf27dfb81b
出典データセット
uspto-grants-2010_07
特許番号
US07759361B2

関連ノート

読み込み中…