p-Fluoronitrobenzene → HCID 14933055、化合物

HRID 1030278

反応式

HRID 1030278 の反応式
CC([O-])(C)C.[K+].F[C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=1.[Cl:17][CH2:18][CH2:19][CH2:20][SH:21]>CS(C)=O.O>[Cl:17][CH2:18][CH2:19][CH2:20][S:21][C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=1

参加物

6

反応物 3

HCID 9590p-FluoronitrobenzeneHCID 871343-ChloropropanethiolHCID 23665647Potassium tert-butoxide

生成物 1

HCID 14933055HCID 14933055、化合物収率 34%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒2 回HCID 962Water溶媒

反応条件

温度
10 °C

実験手順

To a cooled (10° C.), stirred suspension of KOtBu (8.9 g, 0.080 mol) in DMSO (40 mL) was added a solution of 4-fluoronitrobenzene (11.2 g, 0.080 mol) and 3-chloropropanethiol (8.8 g, 0.080 mol) in DMSO (40 mL) over 10 minutes. The mixture was stirred at room temperature for 3.5 hours, diluted with water (1000 ml), and extracted with ether. The extracts were washed with brine, dried (MgSO4), and concentrated. Purification by flash chromatography (10% EtOAc/hexane) gave 6.2 g (34%) of product as a yellow solid m.p. 45°-48° C.

後処理

  1. stirringThe mixture was stirred at room temperature for 3.5 hours
  2. extractionextracted with ether
  3. washThe extracts were washed with brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated
  6. customPurification by flash chromatography (10% EtOAc/hexane)

出典と根拠

ORDレコード
ord-7e3d4cb3d6324a3a900fd6ef81d27707
出典データセット
uspto-grants-1992_04
特許番号
US05104892

関連ノート

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