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Sodium borohydride → (+/-)[2-(Hexahydro-1H-azepin-1-yl)-2-methyl-1-phenylpropyl]amine

HRID 20821
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HRID 20821 반응식
[N:1]1([C:8]([CH3:12])([CH3:11])[C:9]#[N:10])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:13]1([Li])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[BH4-].[Na+].CC(N1CCCC1)(C)C(N)C1C=CC=CC=1>C(OCCCC)CCC.C1COCC1.CO>[N:1]1([C:8]([CH3:12])([CH3:11])[CH:9]([NH2:10])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1
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8

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HCID 4311764Sodium borohydrideHCID 164482452-(Hexahydro-1H-azepin-1-yl)-2-methylpropanenitrileHCID 25158607[2-Methyl-1-phenyl-2-(1-pyrrolidinyl)propyl]amineHCID 178506676HCID 178506676, 화합물

생성물 1

HCID 59347889(+/-)[2-(Hexahydro-1H-azepin-1-yl)-2-methyl-1-phenylpropyl]amine수율 83%

시약·촉매·용매 3

HCID 887
Methanol
용매
HCID 8028Tetrahydrofuran용매
HCID 8909Butyl ether용매

실험 절차

The title compound (3.7 g; 83%) was prepared from 2-(hexahydro-1H-azepin-1-yl)-2-methylpropanenitrile D41 (3 g; 18 mmol) and phenyllithium in dibutylether (18 ml of a 2M solution; 36 mmol) in THF (100 ml), followed by reaction with sodium borohydride (2.13 g, 54 mmol) in methanol (100 ml) in a similar manner to that described in D5. 1H NMR (CDCl3) δ 0.78 (3H, s), 0.98 (3H, s), 1.55-1.70 (8H, m), 1.83 (2H, br s), 2.67-2.79 (4H, m), 4.18 (1H, s), 7.20-7.30 (3H, m), 7.40-7.42 (2H, m).

출처 및 근거

ORD 기록
ord-1586e0e4a4f54417888a0de257019656
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07745642B2

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