4-Toluenesulfonyl chloride → HCID 15049040, 화합물

HRID 484552노트

반응식

HRID 484552 반응식
[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

참가 물질

5

반응물 2

HCID 73974-Toluenesulfonyl chlorideHCID 67747384HCID 67747384, 화합물

생성물 1

HCID 15049040HCID 15049040, 화합물수율 67%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 14798Sodium Hydroxide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e31b0eab13a2408d804c572897a23672
출처 데이터셋
uspto-grants-1993_07
특허 번호
US05231216

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