4-(4-BOC-piperazinosulfonyl)bromobenzene → 1-(4-Bromobenzene-1-sulfonyl)piperazine

HRID 238197노트

반응식

HRID 238197 반응식
C(OC([N:8]1[CH2:13][CH2:12][N:11]([S:14]([C:17]2[CH:22]=[CH:21][C:20]([Br:23])=[CH:19][CH:18]=2)(=[O:16])=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C>ClCCl.FC(F)(F)C(O)=O>[Br:23][C:20]1[CH:19]=[CH:18][C:17]([S:14]([N:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)(=[O:16])=[O:15])=[CH:22][CH:21]=1

참가 물질

4

반응물 1

HCID 166655764-(4-BOC-piperazinosulfonyl)bromobenzene

생성물 1

HCID 7129241-(4-Bromobenzene-1-sulfonyl)piperazine수율 88%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 6422Trifluoroacetic acid용매

실험 절차

4-(4-Bromo-benzenesulfonyl)-piperazine-1-carboxylic acid tert-butyl ester (500 mg, 1.23 mmol) was dissolved in a mixture of dichloromethane (5 mL) and trifluoroacetic acid (5 mL) and stirred at room temperature overnight. The reaction mixture was then concentrated in vacuo and then dissolved in dichloromethane and washed with saturated sodium bicarbonate solution and then water. The organic layer was then dried over magnesium sulfate and concentrated in vacuo to yield the product as a white solid (329 mg, 88%). 1H NMR (CDCl3) δ 1.77 (s, 1H), 2.96 (m, 4H), 3.01 (m, 4H), 7.64 (dt, 2H, J=2.1, 8.7 Hz), 7.69 (dt, 2H, J=2.1, 8.7 Hz).

후처리

  1. concentrationThe reaction mixture was then concentrated in vacuo
  2. dissolutiondissolved in dichloromethane
  3. washwashed with saturated sodium bicarbonate solution
  4. dry with materialThe organic layer was then dried over magnesium sulfate
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-385791ade7814adf8f92beba876e566b
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642609B2

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