Water → 4-(4-{[(Benzyloxy)carbonyl]amino}butyl)benzoic acid

HRID 1795833노트

반응식

HRID 1795833 반응식
C(=O)([O-])O.[Na+].[NH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]1[CH:19]=[CH:18][C:14]([C:15]([OH:17])=[O:16])=[CH:13][CH:12]=1.O.Cl[C:22]([O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:23]>C1COCC1>[CH2:25]([O:24][C:22]([NH:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]1[CH:19]=[CH:18][C:14]([C:15]([OH:17])=[O:16])=[CH:13][CH:12]=1)=[O:23])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 10387Benzyl chloroformateHCID 516892Sodium BicarbonateHCID 221799734-(4-Aminobutyl)benzoic acid

생성물 1

HCID 221799644-(4-{[(Benzyloxy)carbonyl]amino}butyl)benzoic acid수율 98%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Sodium hydrogencarbonate (0.95 g, 11.32 mmol) was added into a suspension of 30 in THF (120 mL), followed by water (10 mL), affording a clear solution. Benzyl chloroformate (1.21 mL, 8.49 mmol) was then added into the reaction mixture at 0° C. The reaction mixture was then stirred at room temperature overnight. After that, the solvent was removed under reduced pressure. Ethyl acetate (70 mL) was added to the residue and the solution was washed with 2N HCl (2×30 mL) and water (2×50 mL), then dried in vacuum. 1.82 g (98%) of 31 was obtained as a white solid. 1H NMR (300 MHz, DMSO-d6) δ 1.11 (m, 2H), 1.28 (m, 2H), 2.33 (m, 2H), 3.02 (m, 2H), 5.01 (m, 2H), 7.15 (m, 7H), 7.93 (d 2H).

후처리

  1. customaffording a clear solution
  2. customAfter that, the solvent was removed under reduced pressure
  3. additionEthyl acetate (70 mL) was added to the residue
  4. washthe solution was washed with 2N HCl (2×30 mL) and water (2×50 mL)
  5. customdried in vacuum

출처 및 근거

ORD 기록
ord-9349a8da4cad4653b9c4e4bcc57fb6d2
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07030117B2

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