Diazomethane → 4-Isopropoxybenzohydrazide

HRID 1386940

반응식

HRID 1386940 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 19904284-Isopropoxybenzohydrazide수율 99%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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+).

후처리

  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.

출처 및 근거

ORD 기록
ord-8be0f680a8a040de99a1911215aa5f0e
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06265426B1

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