Hydroxyamine hydrochloride → HCID 178458005, 화합물

HRID 1830146노트

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HRID 1830146 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

HCID 178458005HCID 178458005, 화합물수율 32.2%

시약·촉매·용매 2

HCID 887Methanol용매3회HCID 10942334Sodium Methoxide용매

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온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-69dd1d7b36c0480bb644ceea26a87487
출처 데이터셋
uspto-grants-2006_06
특허 번호
US07064123B1

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