Triethylamine → N-(3,4-Dimethoxybenzenesulphonyl)-1,2,3,4-tetrahydroquinoline

HRID 2142

反応式

HRID 2142 の反応式
[NH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1.[CH3:11][O:12][C:13]1[CH:14]=[C:15]([S:21](Cl)(=[O:23])=[O:22])[CH:16]=[CH:17][C:18]=1[O:19][CH3:20].C(N(CC)CC)C>ClCCl>[CH3:11][O:12][C:13]1[CH:14]=[C:15]([S:21]([N:1]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH2:4][CH2:3][CH2:2]2)(=[O:22])=[O:23])[CH:16]=[CH:17][C:18]=1[O:19][CH3:20]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 694601,2,3,4-TetrahydroquinolineHCID 27341833,4-Dimethoxybenzenesulfonyl chloride

生成物 1

HCID 667562N-(3,4-Dimethoxybenzenesulphonyl)-1,2,3,4-tetrahydroquinoline

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

1,2,3,4-Tetrahydroquinoline (0.29 ml) was added to a suspension of 3,4-dimethoxybenzene sulphonyl chloride (0.50 g) in dichloromethane (15 ml) at room temperature. Triethylamine (0.44 ml) was added and the resulting mixture stirred for 24 hours at room temperature. The reaction mixture was then diluted with dichloromethane (20 ml) and washed successively with saturated aqueous sodium hydrogen carbonate solution (10 ml), 2N hydrochloric acid (10 ml) and saturated aqueous sodium chloride solution (10 ml). Drying over magnesium sulphate and concentration in vacuo provided a yellow oil. Purification by column chromatography eluting with 30% ethyl acetate in hexane provided the title compound as a colourless oil (0.60 g) which solidified on standing.

後処理

  1. washwashed successively with saturated aqueous sodium hydrogen carbonate solution (10 ml), 2N hydrochloric acid (10 ml) and saturated aqueous sodium chloride solution (10 ml)
  2. dry with materialDrying over magnesium sulphate and concentration in vacuo
  3. customprovided a yellow oil
  4. customPurification by column chromatography
  5. washeluting with 30% ethyl acetate in hexane

出典と根拠

ORDレコード
ord-80b4d3c6a338477cbce6e4a97e49acd8
出典データセット
uspto-grants-1998_03
特許番号
US05728712

関連ノート

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