Hydrochloric Acid → Hexyl p-Toluenesulfonate

HRID 892381

反応式

HRID 892381 の反応式
N1C=CC=CC=1.[CH2:7]([OH:13])[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[C:14]1([CH3:24])[CH:19]=[CH:18][C:17]([S:20](Cl)(=[O:22])=[O:21])=[CH:16][CH:15]=1.Cl>O>[C:14]1([CH3:24])[CH:19]=[CH:18][C:17]([S:20]([O:13][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])(=[O:22])=[O:21])=[CH:16][CH:15]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 81031-Hexanol

生成物 1

HCID 220448Hexyl p-Toluenesulfonate収率 95.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

20 ml of pyridine was added to 5.02 g (49.2 mM) of n-hexanol, followed by stirring below 0° C. To the mixture, 11.24 g (59.0 mM) of p-toluenesulfonyl chloride was added. The mixture was stirred for 6 hours below 0° C. After the reaction, the reaction mixture was poured into iced water and acidified with conc. HCl, followed by two times of extraction with dichloromethane, two times of washing with water, drying with sodium sulfate and distilling-off of the solvent to obtain 12.0 g (46.8 mM) of an objective product (yield: 95.0%).

後処理

  1. stirringThe mixture was stirred for 6 hours below 0° C
  2. customAfter the reaction
  3. extractionfollowed by two times of extraction with dichloromethane, two times
  4. washof washing with water
  5. dry with materialdrying with sodium sulfate and distilling-off of the solvent

出典と根拠

ORDレコード
ord-1db238807f724e3bb3f67050f755e667
出典データセット
uspto-grants-1992_06
特許番号
US05118441

関連ノート

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