Methanol → 3-Methyl-indan-1-ylamine

HRID 1397519

반응식

HRID 1397519 반응식
C[CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[N:11]O.[CH3:13]O>[Pd]>[CH3:13][CH:10]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]([NH2:11])[CH2:2]1

참가 물질

4

반응물 2

HCID 887MethanolHCID 73454082Methylindan-1-one oxime

생성물 1

HCID 227426043-Methyl-indan-1-ylamine수율 96%

시약·촉매·용매 1

HCID 23938Palladium촉매

실험 절차

A mixture of-methylindan-1-one oxime (223 mg, 1.38 mmol) and 10% palladium on carbon (14.7 mg, 50% water wet) in MeOH (5.00 mL) was stirred under an atmosphere of hydrogen overnight. The mixture was then filtered through celite, washed through with MeOH and the combined filtrates were concentrated in vacuo to afford the title compound (195 mg, 96%). 1H NMR (CDCl3, 300 MHz) δ: 7.39-7.14 (m, 4H), 4.26 (dd, J=7.2, 9.4 Hz, 1H), 3.13-2.96 (m, 1H), 2.71 (ddd, J=6.9, 6.9, 12.5 Hz, 1H), 1.75 (bs, 2H), 1.35 (d, J=6.8 Hz, 3H), 1.25 (ddd, =9.9, 9.9, 11.7 Hz, 1H) ppm.

후처리

  1. filtrationThe mixture was then filtered through celite
  2. washwashed through with MeOH
  3. concentrationthe combined filtrates were concentrated in vacuo

출처 및 근거

ORD 기록
ord-859be4cb240648ec811f481b3791fe8e
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08901136B2

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