Water → 1-[3-Chloro-4-(tetrahydro-pyran-4-sulfonyl)-phenyl]-ethanone

HRID 1098755ノート

反応式

HRID 1098755 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:15](=[O:17])[CH3:16])[CH:5]=[CH:6][C:7]=1[S:8][CH:9]1[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1.[OH:18]OS([O-])=O.[K+].[OH2:24]>CO.O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([C:15](=[O:17])[CH3:16])[CH:5]=[CH:6][C:7]=1[S:8]([CH:9]1[CH2:10][CH2:11][O:12][CH2:13][CH2:14]1)(=[O:18])=[O:24]

参加物

6

反応物 3

HCID 962Water2 回HCID 23707502Potassium hydroxy sulfiteHCID 595061481-[3-Chloro-4-(tetrahydro-pyran-4-ylsulfanyl)-phenyl]-ethanone

生成物 1

HCID 595062921-[3-Chloro-4-(tetrahydro-pyran-4-sulfonyl)-phenyl]-ethanone収率 67%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of the product obtained from step 2 (1.38 g, 5.10 mmol) in methanol (25 ml) and tetrahydrofurane (25 ml) was added drop wise to a solution of oxone (5.64 g, 9.17 mmol) in water (25 ml) at 0° C. The suspension was stirred 2 days at RT. Water (25 ml) was added and the reaction mixture was extracted with DCM. The combined organic phases were washed with brine and dried over magnesium sulphate. Evaporation and purification of the crude product by silica gel chromatography using ethyl acetate/n-heptane gave the desired product (1.04 g, 67%).

後処理

  1. extractionthe reaction mixture was extracted with DCM
  2. washThe combined organic phases were washed with brine
  3. dry with materialdried over magnesium sulphate
  4. customEvaporation and purification of the crude product by silica gel chromatography

出典と根拠

ORDレコード
ord-db988866fb8f49d886201e663ac51506
出典データセット
uspto-grants-2012_03
特許番号
US08143242B2

反応ノート

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