4-Toluenesulfonyl chloride → HCID 15049040、化合物

HRID 484552ノート

反応式

HRID 484552 の反応式
[Cl-].[C:2]([CH2:5][O:6][C@@H:7]1[CH2:12][CH2:11][CH2:10][CH2:9][C@H:8]1[NH3+:13])([OH:4])=[O:3].[C:14]1([CH3:24])[CH:19]=[CH:18][C:17]([S:20](Cl)(=[O:22])=[O:21])=[CH:16][CH:15]=1>[OH-].[Na+].C(OCC)C>[C:14]1([CH3:24])[CH:19]=[CH:18][C:17]([S:20]([NH:13][C@@H:8]2[CH2:9][CH2:10][CH2:11][CH2:12][C@H:7]2[O:6][CH2:5][C:2]([OH:4])=[O:3])(=[O:22])=[O:21])=[CH:16][CH:15]=1

参加物

5

反応物 2

HCID 73974-Toluenesulfonyl chlorideHCID 67747384HCID 67747384、化合物

生成物 1

HCID 15049040HCID 15049040、化合物収率 67%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

To a solution of trans-2-carboxymethoxy-cyclohexyl ammonium chloride (1.048 g, 5 mmoles) in 1N NaOH (15 ml), there was aded a solution of p-toluenesulphonyl chloride (1.048 g, 5.5 mmoles) in diethyl ether (20 ml). The mixture was vigorously stirred for 20 hours at room temperature. The aqueous phase was separated, washed with diethyl ether (20 ml), acidified with HCl 18% to pH 2 and extracted with diethyl ether (5×20 ml). The organic extracts were dried with MgSO4, the drying agent was filtered off and filtrate was evaporated in vacuo. The residue was recrystallized from diisopropyl ether. Thus, there were obtained 1.09 g (67%) of the title compound in the form of white crystals, melting point 56°-58° C.

後処理

  1. customThe aqueous phase was separated
  2. washwashed with diethyl ether (20 ml)
  3. extractionextracted with diethyl ether (5×20 ml)
  4. dry with materialThe organic extracts were dried with MgSO4
  5. filtrationthe drying agent was filtered off
  6. customfiltrate was evaporated in vacuo
  7. customThe residue was recrystallized from diisopropyl ether

出典と根拠

ORDレコード
ord-e31b0eab13a2408d804c572897a23672
出典データセット
uspto-grants-1993_07
特許番号
US05231216

反応ノート

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