Diazomethane → 4-Isopropoxybenzohydrazide

HRID 1386940

反応式

HRID 1386940 の反応式
[CH:1]([O:4][C:5]1[CH:13]=[CH:12][C:8]([C:9](O)=[O:10])=[CH:7][CH:6]=1)([CH3:3])[CH3:2].[N+:14](=C)=[N-:15].O.NN>C1COCC1>[CH:1]([O:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([NH:14][NH2:15])=[O:10])=[CH:7][CH:6]=1)([CH3:3])[CH3:2]

参加物

5

反応物 3

HCID 9550DiazomethaneHCID 24654Hydrazine hydrate (1:1)HCID 729724-Isopropoxybenzoic acid

生成物 1

HCID 19904284-Isopropoxybenzohydrazide収率 99%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 4-isopropoxy-benzoic acid (2.5 g, 13.8 mmol) in THF (5 ml) was treated with fresh ethereal diazomethane (ca. 20 mg/ml) (0.79 ml, 18.9 mmol, 1.4 eq.) at r.t. and stirred for 15 min. The crude product was then evaporated to dryness, dissolved in ethanol (10 ml) and heated under reflux with hydrazine monohydrate (3.5 ml, 71 mmol, 5 eq.) for 48 hrs. The volatiles were then completely evaporated and the product was dried overnight under high vacuum at 40° C. to afford the title compound (2.64 g, 99% yield) as a light brown solid. MS: m/e=194 (M+).

後処理

  1. customThe crude product was then evaporated to dryness
  2. dissolutiondissolved in ethanol (10 ml)
  3. temperatureheated
  4. customThe volatiles were then completely evaporated
  5. customthe product was dried overnight under high vacuum at 40° C.

出典と根拠

ORDレコード
ord-8be0f680a8a040de99a1911215aa5f0e
出典データセット
uspto-grants-2001_07
特許番号
US06265426B1

関連ノート

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