Hydrazine → 2-(2-Methoxyphenyl)propan-1-amine

HRID 929536노트

반응식

HRID 929536 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]([CH3:22])[CH2:10][N:11]1C(=O)C2C(=CC=CC=2)C1=O.NN>CO>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]([CH3:22])[CH2:10][NH2:11]

참가 물질

4

반응물 2

HCID 9321HydrazineHCID 866996512-(2-(2-Methoxyphenyl)propyl)isoindoline-1,3-dione

생성물 1

HCID 4080602-(2-Methoxyphenyl)propan-1-amine수율 71%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

As shown in step 4-iv of Scheme 4, to a stirred solution of 2-(2-(2-methoxyphenyl)propyl)isoindoline-1,3-dione (363 mg, 1.23 mmol) in MeOH (4.0 mL) was added hydrazine (39.4 mg, 38.6 μL, 1.23 mmol) and the reaction was stirred for 18 hours. The precipitate that had formed was filtered, washed with MeOH, and the filtrate concentrated under reduced pressure to give 2-(methoxyphenyl)-1-propanamine as a light yellow oil (Compound 2011, 144 mg, 71% yield): 1H NMR (CDCl3) δ 7.27-7.13 (m, 2H), 6.95 (ddd, J=18.2, 12.3, 4.6 Hz, 2H), 3.84 (s, 3H), 3.39-3.18 (m, 1H), 2.86 (qd, J=12.7, 6.8 Hz, 2H), 1.44 (s, 2H), 1.24 (d, J=7.0 Hz, 3H).

후처리

  1. customThe precipitate that had formed
  2. filtrationwas filtered
  3. washwashed with MeOH
  4. concentrationthe filtrate concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-ca2cdb2e8f284da8bb919cc0c9e5e1ce
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09296701B2

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