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

HRID 44228ノート

反応式

HRID 44228 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 432368204-(Hydroxymethyl)benzohydrazide

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-0c0fc23b09684c52baf772134855872e
出典データセット
uspto-grants-2013_09
特許番号
US08541407B2

反応ノート

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