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Sodium Hydroxide → (1R,4S)-4-Amino-1,2,3,4-tetrahydronaphthalen-1-ol

HRID 572056
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HRID 572056 반응식
[OH-].[Na+].FC(F)(F)C([NH:7][C@@H:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C@H:11]([OH:18])[CH2:10][CH2:9]1)=O>CO.O.CO>[NH3:7].[NH2:7][C@@H:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C@H:11]([OH:18])[CH2:10][CH2:9]1
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참가 물질

6

반응물 2

HCID 14798Sodium HydroxideHCID 866866722,2,2-Trifluoro-N-((1S,4R)-4-hydroxy-1,2,3,4-tetrahydro-naphthalen-1-yl)-acetamide

생성물 2

HCID 222AmmoniaHCID 86686674(1R,4S)-4-Amino-1,2,3,4-tetrahydronaphthalen-1-ol수율 200%

시약·촉매·용매 2

HCID 887Methanol용매HCID 22242641Methanol--water (1/1)용매

실험 절차

Sodium hydroxide (2.10 g, 53.0 mmol) was added to an ice cold solution of Intermediate 1c (3.43 g, 13.2 mmol) in MeOH/water (2:1, 50 mL) and stirred for 3.5 h. The mixture was loaded on to a SCX-2 cartridge, eluting with MeOH then 2M NH3 in MeOH, to yield the title compound (2.30 g, 13.2 mmol, 99%). 1H NMR (400 MHz, d6-DMSO): 1.66-1.90 (4H, m), 3.71-3.77 (1H, t, J 5.4 Hz), 4.46-4.54 (1H, t, J 5.4 Hz), 7.14-7.22 (2H, m), 7.32-7.38 (1H, m), 7.40-7.46 (1H, m).

후처리

  1. washeluting with MeOH

출처 및 근거

ORD 기록
ord-857d8c6557c449d9adcae4e533a06be1
출처 데이터셋
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09029373B2

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