Hydrazine hydrate (1:1) → tert-butyl N-[(hydrazinecarbonyl)methyl]carbamate

HRID 272297

反応式

HRID 272297 の反応式
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]([O:12]C)=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].O.[NH2:15][NH2:16]>>[NH:15]([C:10](=[O:12])[CH2:9][NH:8][C:6](=[O:7])[O:5][C:1]([CH3:4])([CH3:3])[CH3:2])[NH2:16]

参加物

3

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 637609N-Boc-glycine methyl ester

生成物 1

HCID 2735639tert-butyl N-[(hydrazinecarbonyl)methyl]carbamate

実験手順

To a stirred solution of methyl (tert-butyloxycarbonyl)glycinate (8.54 g, 45.1 mmol) was added hydrazine hydrate (4.4 mL, 90.5 mmol) and the reaction was heated under reflux for 16 hours. The solvent was removed in vacuo and the residue partitioned between dichloromethane (100 mL) and water (100 mL). The phases were separated, the aqueous phase evaporated in vacuo to low volume and extracted with 5% methanol/dichloromethane (2×100 mL) The organic extracts were combined, dried over magnesium sulfate and concentrated in vacuo to give the product as a white crystalline solid, 5.27 g (62%).

後処理

  1. temperaturethe reaction was heated
  2. temperatureunder reflux for 16 hours
  3. customThe solvent was removed in vacuo
  4. customthe residue partitioned between dichloromethane (100 mL) and water (100 mL)
  5. customThe phases were separated
  6. customthe aqueous phase evaporated in vacuo to low volume
  7. extractionextracted with 5% methanol/dichloromethane (2×100 mL) The organic extracts
  8. dry with materialdried over magnesium sulfate
  9. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-6cad0116a93643169fa517c01313d7c6
出典データセット
uspto-grants-2008_11
特許番号
US07456170B2

関連ノート

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