Hydrazine hydrate (1:1) → 4-(Hydroxymethyl)benzohydrazide
반응식
[OH:1][CH2:2][C:3]1[CH:12]=[CH:11][C:6]([C:7](OC)=[O:8])=[CH:5][CH:4]=1.O.[NH2:14][NH2:15]>C(O)C>[OH:1][CH2:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([NH:14][NH2:15])=[O:8])=[CH:5][CH:4]=1참가 물질
4
실험 절차
A solution of methyl 4-(hydroxymethyl)benzoate (6.6 g, 40 mmol) and hydrazine hydrate (6 mL) in ethanol (30 mL) was stirred at reflux for 20 hours. The reaction mixture was concentrated to half volume through atmospheric pressure distillation. The solid was collected by filtration and washed with cold ethanol (2×10 mL). The filtrate was further concentrated and a second crop was similarly obtained and combined. The 4-(hydroxymethyl)benzohydrazide was obtained as a white solid (6.1 g, 93%). 400 MHz 1H NMR (DMSO-d6) δ: 9.68 (s, 1H), 7.75 (dd, J=6.4, 1.6 Hz, 2H), 7.34 (d, J=8.0 Hz, 2H), 5.25 (t, J=6.0 Hz, 1H), 4.50 (d, J=6.0 Hz, 2H), 4.43 (s, 2H).
후처리
- temperatureat reflux for 20 hours
- concentrationThe reaction mixture was concentrated to half volume through atmospheric pressure distillation
- filtrationThe solid was collected by filtration
- washwashed with cold ethanol (2×10 mL)
- concentrationThe filtrate was further concentrated
- customa second crop was similarly obtained
출처 및 근거
- ORD 기록
- ord-0c0fc23b09684c52baf772134855872e
- 출처 데이터셋
- uspto-grants-2013_09
- 특허 번호
- US08541407B2
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