Hydrazine hydrate (1:1) → 4-(Hydroxymethyl)benzohydrazide

HRID 44228

반응식

HRID 44228 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]=1

참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 81325Methyl 4-(hydroxymethyl)benzoate

생성물 1

HCID 432368204-(Hydroxymethyl)benzohydrazide

시약·촉매·용매 1

HCID 702Ethanol용매

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

  1. temperatureat reflux for 20 hours
  2. concentrationThe reaction mixture was concentrated to half volume through atmospheric pressure distillation
  3. filtrationThe solid was collected by filtration
  4. washwashed with cold ethanol (2×10 mL)
  5. concentrationThe filtrate was further concentrated
  6. customa second crop was similarly obtained

출처 및 근거

ORD 기록
ord-0c0fc23b09684c52baf772134855872e
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541407B2

연결된 노트

불러오는 중…