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Water → 4-[10-Oxo-9-(2,2,2-trifluoroethylcarbamoyl)-9,10-dihydro-10lambda4-thioxanthen-9-yl]butyl bromide

HRID 1836841
ノート
印刷プレビュー

反応式

HRID 1836841 の反応式
[F:1][C:2]([F:27])([F:26])[CH2:3][NH:4][C:5]([C:7]1([CH2:21][CH2:22][CH2:23][CH2:24][Br:25])[C:20]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[S:14][C:13]2[C:8]1=[CH:9][CH:10]=[CH:11][CH:12]=2)=[O:6].ClC1C=CC=C(C(OO)=[O:36])C=1.O>ClCCl>[O:36]=[S:14]1[C:15]2[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:7]([CH2:21][CH2:22][CH2:23][CH2:24][Br:25])([C:5](=[O:6])[NH:4][CH2:3][C:2]([F:1])([F:26])[F:27])[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:13]1=2
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 962WaterHCID 70297m-Chloroperbenzoic acidHCID 221803974-[9-(2,2,2-Trifluoroethylcarbamoyl)-9H-thioxanthen-9-yl]butyl bromide

生成物 1

HCID 695919524-[10-Oxo-9-(2,2,2-trifluoroethylcarbamoyl)-9,10-dihydro-10lambda4-thioxanthen-9-yl]butyl bromide収率 79.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

The compound (46 mg) prepared in step (d) of Example 133 was dissolved in dichloromethane (1 ml). m-Chloroperbenzoic acid (19 mg) was added to the solution at 0° C., and the mixture was stirred at 0° C. for one hr. Water was added to the reaction solution, and the mixture was extracted with chloroform. The extract was dried over anhydrous MgSO4, and the solvent was then removed by distillation under the reduced pressure. The residue was purified by preparative TLC (n-hexane:ethyl acetate=1:4) to give 4-[10-oxo-9-(2,2,2-trifluoroethylcarbamoyl)-9,10-dihydro-10λ4-thioxanthen-9-yl]butyl bromide (38 mg).

後処理

  1. extractionthe mixture was extracted with chloroform
  2. dry with materialThe extract was dried over anhydrous MgSO4
  3. customthe solvent was then removed by distillation under the reduced pressure
  4. customThe residue was purified by preparative TLC (n-hexane:ethyl acetate=1:4)

出典と根拠

ORDレコード
ord-2afbded9a8f54ba9aca990363cbc83fe
出典データセット
uspto-grants-2004_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06777414B1

反応ノート

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