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

HRID 1809673ノート

反応式

HRID 1809673 の反応式
[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]

参加物

5

反応物 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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
55 °C

実験手順

To a stirred solution of [2-(3-chloro-phenyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethyl]-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 at 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.

後処理

  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)

出典と根拠

ORDレコード
ord-efee358e6d684cb6becdc78fccb7a240
出典データセット
uspto-grants-2013_01
特許番号
US08362023B2

反応ノート

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