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Water → 2-Chloro-4-fluorobenzenesulfonic acid, 3-[2-(4-cyanophenyl)ethoxy]-5-chlorophenyl ester

HRID 325052
ノート
印刷プレビュー

反応式

HRID 325052 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[S:9](Cl)(=[O:11])=[O:10].[Cl:13][C:14]1[CH:15]=[C:16]([OH:31])[CH:17]=[C:18]([O:20][CH2:21][CH2:22][C:23]2[CH:28]=[CH:27][C:26]([C:29]#[N:30])=[CH:25][CH:24]=2)[CH:19]=1.O>N1C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[S:9]([O:31][C:16]1[CH:15]=[C:14]([Cl:13])[CH:19]=[C:18]([O:20][CH2:21][CH2:22][C:23]2[CH:28]=[CH:27][C:26]([C:29]#[N:30])=[CH:25][CH:24]=2)[CH:17]=1)(=[O:11])=[O:10]
参加物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 5228462-Chloro-4-fluorobenzene-1-sulfonyl chlorideHCID 220335343-Chloro-5-[2-(4-cyanophenyl)ethoxy]phenol

生成物 1

HCID 572825492-Chloro-4-fluorobenzenesulfonic acid, 3-[2-(4-cyanophenyl)ethoxy]-5-chlorophenyl ester収率 72.1%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

2-Chloro-4-fluorobenzenesulfonyl chloride (1.16 g; 5.0 mmol) was added to a cold solution (ice:water temperature) of 3-chloro-5-[2-(4-cyanophenyl)-ethoxy]phenol (0.689 g; 2.5 mmol; from step (ii) above) in pyridine (8 mL). The temperature was allowed to rise (slowly) to ambient overnight. The mixture was re-cooled (ice:water temperature) and ice was added to the reaction flask. After stirring for 4 hours, the pyridine was removed in vacuo. CH2Cl2 was then added and the organic layer was washed with aqueous KHSO4 and water. Drying (MgSO4), evaporation of the solvent and purification by flash chromatography (SiO2; CH2Cl2) afforded 0.84 g (72%) of the sub-title compound.

後処理

  1. customto ambient overnight
  2. additionwas added to the reaction flask
  3. customthe pyridine was removed in vacuo
  4. additionCH2Cl2 was then added
  5. washthe organic layer was washed with aqueous KHSO4 and water
  6. customDrying
  7. custom(MgSO4), evaporation of the solvent and purification by flash chromatography (SiO2; CH2Cl2)

出典と根拠

ORDレコード
ord-c1f1c3cb484f4767b80e35c1d18b489a
出典データセット
uspto-grants-2001_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06221898B1

反応ノート

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