7-nitro-3,4-dihydro-2H-naphthalen-1-one oxime → 1,2,3,4-Tetrahydronaphthalene-1,7-diamine

HRID 423917

반응식

HRID 423917 반응식
[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][CH2:10][C:11]2=[N:14]O)=[CH:6][CH:5]=1)([O-])=O>CO>[CH:11]1([NH2:14])[C:12]2[C:7](=[CH:6][CH:5]=[C:4]([NH2:1])[CH:13]=2)[CH2:8][CH2:9][CH2:10]1

참가 물질

3

반응물 1

HCID 3000317-nitro-3,4-dihydro-2H-naphthalen-1-one oxime

생성물 1

HCID 212566931,2,3,4-Tetrahydronaphthalene-1,7-diamine수율 96%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

7-Nitro-3,4-dihydro-2H-naphthalen-1-one oxime (274 mg, 1.33 mmol) was dissolved in methanol (10 mL) and the flask was flushed with N2 (g). 10% Pd—C (50 mg) was added and the reaction was stirred under H2 (1 atm) at room temperature overnight. The reaction was filtered and the filtrate was concentrated to yield 1,2,3,4-tetrahydro-naphthalene-1,7-diamine (207 mg, 96%). 1H NMR (400 MHz, DMSO-d6) δ 6.61-6.57 (m, 2H), 6.28 (dd, J=8.0, 2.4 Hz, 1H), 4.62 (s, 2H), 3.58 (m, 1H), 2.48-2.44 (m, 2H), 1.78-1.70 (m, 2H), 1.53-1.37 (m, 2H).

후처리

  1. customthe flask was flushed with N2 (g)
  2. addition10% Pd—C (50 mg) was added
  3. filtrationThe reaction was filtered
  4. concentrationthe filtrate was concentrated

출처 및 근거

ORD 기록
ord-55368aae07b1434ea0ab95af2b576d9b
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08101767B2

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