Hydrazine hydrate (1:1) → Tert-butyl 3-(2-hydrazinyl-2-oxoethyl)azetidine-1-carboxylate

HRID 1430707노트

반응식

HRID 1430707 반응식
C[O:2][C:3](=O)[CH2:4][CH:5]1[CH2:8][N:7]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:6]1.[NH2:17][NH2:18].O>CO>[NH:17]([C:3](=[O:2])[CH2:4][CH:5]1[CH2:8][N:7]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:6]1)[NH2:18]

참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 53249565tert-Butyl 3-(2-methoxy-2-oxoethyl)azetidine-1-carboxylate

생성물 1

HCID 67355105Tert-butyl 3-(2-hydrazinyl-2-oxoethyl)azetidine-1-carboxylate수율 96%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
65 °C

실험 절차

To a solution of tert-butyl 3-(2-methoxy-2-oxoethyl)azetidine-1-carboxylate (25.0 g, 109 mmol) in MeOH (150 mL) was added NH2NH2.H2O (27.3 g, 546 mmol) at rt. The mixture was heated at 65° C. for 12 hrs and then concentrated. The residue was diluted with DCM (400 mL), washed with water (2×) and saturated sodium chloride (2×), dried over Na2SO4, and concentrated to give tert-butyl 3-(2-hydrazinyl-2-oxoethyl)azetidine-1-carboxylate (24.0 g, 96%) as a yellow gum. ESI-MS (EI+, m/z): 252 [M+Na]+.

후처리

  1. concentrationconcentrated
  2. additionThe residue was diluted with DCM (400 mL)
  3. washwashed with water (2×) and saturated sodium chloride (2×)
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-9ad34be9b22b403a8855796df170c551
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08940897B2

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