Hydrazine hydrate (1:1) → Tert-butyl (2-amino-2-(3-chlorophenyl)ethyl)carbamate

HRID 1186547노트

반응식

HRID 1186547 반응식
[C:1]([O:5][C:6](=[O:28])[NH:7][CH2:8][CH:9]([C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[CH:22]=1)[N:10]1C(=O)C2C(=CC=CC=2)C1=O)([CH3:4])([CH3:3])[CH3:2].O.NN>C1COCC1.CO>[C:1]([O:5][C:6](=[O:28])[NH:7][CH2:8][CH:9]([NH2:10])[C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[CH:22]=1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 68106925[2-(3-Chloro-phenyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethyl]-carbamic acid tert-butyl ester

생성물 1

HCID 69108731Tert-butyl (2-amino-2-(3-chlorophenyl)ethyl)carbamate

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
55 °C

실험 절차

To a stirred solution of [2-(3-chloro-phenyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethy]-carbamic acid tert-butyl ester (2.5 g, 6.2 mmol) in THF (10 mL) and methanol (10 mL) was added hydrazine hydrate (3.1 g, 62 mmol). The mixture was heated a 55° C. for 1 hour. Then it was concentrated to dryness, dissolved in H2O (5 mL) and extracted with ethyl acetate (50 mL). The organic mixture was concentrated and purified by column chromatography (methanol:dichloromethane, 1:100) to afford [2-amino-2-(3-chloro-phenyl)-ethyl]-carbamic acid tert-butyl ester. (Yield 1.325 g, 79%). LC-MS: [M+H]+ 271.

후처리

  1. concentrationThen it was concentrated to dryness
  2. dissolutiondissolved in H2O (5 mL)
  3. extractionextracted with ethyl acetate (50 mL)
  4. concentrationThe organic mixture was concentrated
  5. custompurified by column chromatography (methanol:dichloromethane, 1:100)

출처 및 근거

ORD 기록
ord-48374491a50844928927f432a8c535f4
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08673905B2

반응 노트

불러오는 중…