Hydrochloric Acid → 1-[4-(Trifluoromethoxy)benzenesulfonyl]piperazine

HRID 2365442노트

반응식

HRID 2365442 반응식
[F:1][C:2]([F:27])([F:26])[O:3][C:4]1[CH:9]=[CH:8][C:7]([S:10]([N:13]2[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][CH2:14]2)(=[O:12])=[O:11])=[CH:6][CH:5]=1.Cl.O1CCOCC1>C(Cl)Cl>[F:27][C:2]([F:1])([F:26])[O:3][C:4]1[CH:9]=[CH:8][C:7]([S:10]([N:13]2[CH2:14][CH2:15][NH:16][CH2:17][CH2:18]2)(=[O:12])=[O:11])=[CH:6][CH:5]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 458629304-(4-Trifluoromethoxy-benzenesulfonyl)-piperazine-1-carboxylic acid tert-butyl ester2회

생성물 1

HCID 20794021-[4-(Trifluoromethoxy)benzenesulfonyl]piperazine수율 84.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

1,1-Dimethylethyl 4-({4-[(trifluoromethyl)oxy]phenyl}sulfonyl)-1-piperazinecarboxylate (may be prepared as described in Intermediate 10; 5.450 g, 13.28 mmol) was dissolved in DCM (80 ml) and then 4M hydrochloric acid in dioxane (33.2 mL, 133 mmol) was added at room temperature and the reaction mixture was stirred for two hours. The reaction mixture was partitioned between DCM and aqueous sodium bicarbonate (30 ml). The organic phase was washed with further sodium bicarbonate (2×20 ml) and water (2×20 ml). The aqueous phase (pH 1) was basified by adding sodium hydroxide then the aqueous phase was extracted with DCM (2×20 ml). The solvent was removed under vacuum to give the title compound (3.5 g) as a white solid.

후처리

  1. customThe reaction mixture was partitioned between DCM and aqueous sodium bicarbonate (30 ml)
  2. washThe organic phase was washed with further sodium bicarbonate (2×20 ml) and water (2×20 ml)
  3. additionby adding sodium hydroxide
  4. extractionthe aqueous phase was extracted with DCM (2×20 ml)
  5. customThe solvent was removed under vacuum

출처 및 근거

ORD 기록
ord-7c535fd624d0404da61212a7324ff69f
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08697703B2

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