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Trifluoroacetic acid → 2,5-Dichloro-3-methoxybenzenethiol

HRID 591427
ノート
印刷プレビュー

反応式

HRID 591427 の反応式
[Cl:1][C:2]1[C:7]([S:8]CC2C=CC(OC)=CC=2)=[CH:6][C:5]([Cl:18])=[CH:4][C:3]=1[O:19][CH3:20].C1(OC)C=CC=CC=1.C(O)(C(F)(F)F)=O>O>[Cl:1][C:2]1[C:3]([O:19][CH3:20])=[CH:4][C:5]([Cl:18])=[CH:6][C:7]=1[SH:8]
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 6422Trifluoroacetic acidHCID 7519AnisoleHCID 897678422,5-Dichloro-1-methoxy-3-((4-methoxybenzyl)sulfanyl)benzene

生成物 1

HCID 1186560892,5-Dichloro-3-methoxybenzenethiol収率 67.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
80 °C

実験手順

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート

The mixture of 2,5-dichloro-1-methoxy-3-((4-methoxybenzyl)sulfanyl)benzene (5.56 g) and anisole (9.18 mL) was added TFA (22.13 mL) at room temperature. The mixture was stirred at 80° C. for 20 min. After cooling, the mixture was diluted with water and extracted with EtOAc. The organic layer was extracted with 1N NaOH. The aqueous layer was acidified with 1N HCl, and extracted with EtOAc. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane) to give the title compound (2.38 g).

後処理

  1. temperatureAfter cooling
  2. extractionextracted with EtOAc
  3. extractionThe organic layer was extracted with 1N NaOH
  4. extractionextracted with EtOAc
  5. washThe organic layer was washed with brine
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. customThe residue was purified by silica gel column chromatography (EtOAc/hexane)

出典と根拠

ORDレコード
ord-e03f806d7cc8423dbeaf99ad107404bf
出典データセット
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09238639B2

反応ノート

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