Hydroxyamine hydrochloride → HCID 178458005、化合物

HRID 1830146ノート

反応式

HRID 1830146 の反応式
[C:1]([O:5][C:6](=[O:15])[NH:7][CH:8]([CH2:13][CH3:14])[CH:9]([C:11]#[N:12])[OH:10])([CH3:4])([CH3:3])[CH3:2].Cl.[NH2:17][OH:18]>CO.C[O-].[Na+]>[C:1]([O:5][C:6](=[O:15])[NH:7][CH:8]([CH:9]([OH:10])[C:11](=[NH:12])[NH:17][OH:18])[CH2:13][CH3:14])([CH3:2])([CH3:3])[CH3:4]

参加物

5

反応物 2

HCID 443297Hydroxyamine hydrochlorideHCID 23586837(2-Cyano-1-ethyl-2-hydroxy-ethyl)-carbamic acid tert-butyl ester

生成物 1

HCID 178458005HCID 178458005、化合物収率 32.2%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒3 回HCID 10942334Sodium Methoxide溶媒

反応条件

温度
0 °C

実験手順

A solution of (2-cyano-1-ethyl-2-hydroxy-ethyl)-carbamic acid tert-butyl ester (9.53 g, 44 mmol) in methanol (80 ml) was cooled to 0° C. and treated successively with hydroxylamine hydrochloride (3.05, 44 mmol) in methanol (80 ml) and 25% sodium methoxide solution in methanol (10.2 ml). Stirred at 0° C. for 5 minutes, cold bath removed and the reaction mixture stirred at room temperature for 5 hours. Methanol evaporated off under reduced pressure, crude partitioned between ethyl acetate and water. Organic layer separated, dried (MgSO4) and evaporated under reduced pressure to give yellow oil. Purified by mplc, eluting with a mixture of ethyl acetate-heptane to give the title compound as white solid (3.5 g); MS: M(H+) 248.

後処理

  1. customcold bath removed
  2. stirringthe reaction mixture stirred at room temperature for 5 hours
  3. customMethanol evaporated off under reduced pressure, crude
  4. custompartitioned between ethyl acetate and water
  5. customOrganic layer separated
  6. dry with materialdried (MgSO4)
  7. customevaporated under reduced pressure
  8. customto give yellow oil
  9. customPurified by mplc
  10. washeluting with a mixture of ethyl acetate-heptane

出典と根拠

ORDレコード
ord-69dd1d7b36c0480bb644ceea26a87487
出典データセット
uspto-grants-2006_06
特許番号
US07064123B1

反応ノート

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