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Sodium Hydroxide → 2-(t-Butyloxycarbonyl)-7-methoxy-1,2,3,4-tetrahydroisoquinoline-3(S)-carboxylic acid

HRID 1584275
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HRID 1584275 반응식
[C:1]([O:5][C:6]([N:8]1[C@H:17]([C:18]([O:20]C)=[O:19])[CH2:16][C:15]2[C:10](=[CH:11][C:12]([O:22][CH3:23])=[CH:13][CH:14]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>CO.O>[C:1]([O:5][C:6]([N:8]1[C@H:17]([C:18]([OH:20])=[O:19])[CH2:16][C:15]2[C:10](=[CH:11][C:12]([O:22][CH3:23])=[CH:13][CH:14]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 21311307Methyl 2-(t-butyloxycarbonyl)-7-methoxy-1,2,3,4-tetrahydroisoquinoline-3(S)-carboxylate

생성물 1

HCID 213113022-(t-Butyloxycarbonyl)-7-methoxy-1,2,3,4-tetrahydroisoquinoline-3(S)-carboxylic acid

시약·촉매·용매 1

HCID 22242641Methanol--water (1/1)용매

반응 조건

온도
25 °C

실험 절차

To a solution of Methyl 2-(t-butyloxycarbonyl)-7-methoxy-1,2,3,4-tetrahydroisoquinoline-3(S)-carboxylate (0.58 g, 1.81 mmol) in MeOH:H2O 1:1 (20 mL) was added 1 N NaOH (2.7 mL, 2.72 mmol) and the resulting solution was stirred at 25° C. for 18 hr. The methanol was evaporated in vacuo and the remaining aqueous portion was acidified to pH=3 with 1 N HCl and then extracted two times with EtOAc. The organic layers were washed with saturated NaCl (30 mL) and dried (MgSO4). Filtration and evaporation in vacuo gave the title compound.

후처리

  1. customThe methanol was evaporated in vacuo
  2. extractionextracted two times with EtOAc
  3. washThe organic layers were washed with saturated NaCl (30 mL)
  4. dry with materialdried (MgSO4)
  5. filtrationFiltration and evaporation in vacuo

출처 및 근거

ORD 기록
ord-89dce3a3c0bc4bee9f293efebd5e858e
출처 데이터셋
uspto-grants-1999_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05932590

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