Lithium Hydroxide → 4-(1-Benzenesulfonylpiperidin-4-ylmethyl)-phenylamine

HRID 1358845노트

반응식

HRID 1358845 반응식
FC(F)(F)C([NH:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH:13]2[CH2:18][CH2:17][N:16]([S:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)(=[O:21])=[O:20])[CH2:15][CH2:14]2)=[CH:8][CH:7]=1)=O.[OH-].[Li+]>CO.O>[C:22]1([S:19]([N:16]2[CH2:17][CH2:18][CH:13]([CH2:12][C:9]3[CH:8]=[CH:7][C:6]([NH2:5])=[CH:11][CH:10]=3)[CH2:14][CH2:15]2)(=[O:20])=[O:21])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 218770242,2,2-trifluoro-N-(4-(1-benzenesulfonyl-piperidin-4-ylmethyl)-phenyl]acetamide

생성물 1

HCID 218770334-(1-Benzenesulfonylpiperidin-4-ylmethyl)-phenylamine수율 83.2%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

A mixture of 2,2,2-trifluoro-N-[4-(1-benzenesulfonylpiperidin-4-ylmethyl)-phenyl]acetamide (0.45 g) and lithium hydroxide (0.23 g) in methanol (10 mL) and water (1 mL) was stirred for about 48 hours. The reaction mixture was concentrated in vacuo, diluted with cold water, and extracted with dichloromethane. The organic layer was washed with cold water and brine, dried, and solvents removed in vacuo. The residue was crystallized from ethyl acetate/hexanes to give 4-(1-benzenesulfonylpiperidin-4-ylmethyl)-phenylamine (0.29 g, 83%), m.p. 158° C.; Analysis for C18H22N2O2S: Calc.: C, 65.43; H, 6.71; N, 8.48; Found: C, 65.59; H, 6.61; N, 8.66.

후처리

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additiondiluted with cold water
  3. extractionextracted with dichloromethane
  4. washThe organic layer was washed with cold water and brine
  5. customdried
  6. customsolvents removed in vacuo
  7. customThe residue was crystallized from ethyl acetate/hexanes

출처 및 근거

ORD 기록
ord-0d03badf9e6e4c3289d226003331abb8
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06596876B2

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