Hydrazine hydrate (1:1) → 3-(4-Hydroxy-3-methylbenzofuran-2-yl)propionic acid

HRID 978120ノート

反応式

HRID 978120 の反応式
[OH:1][C:2]1[C:7]2[C:8]([CH3:16])=[C:9](/[CH:11]=[CH:12]/[C:13]([OH:15])=[O:14])[O:10][C:6]=2[CH:5]=[CH:4][CH:3]=1.O.NN>O.S([O-])([O-])(=O)=O.[Cu+2].CO>[OH:1][C:2]1[C:7]2[C:8]([CH3:16])=[C:9]([CH2:11][CH2:12][C:13]([OH:15])=[O:14])[O:10][C:6]=2[CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 13849550E-3-(4-hydroxy-3-methylbenzofuran-2-yl)propenoic acid

生成物 1

HCID 138495513-(4-Hydroxy-3-methylbenzofuran-2-yl)propionic acid収率 21.6%

試薬・触媒・溶媒 2

HCID 61499Cupric sulfate monohydrate触媒HCID 887Methanol溶媒

実験手順

A mixture of E-3-(4-hydroxy-3-methylbenzofuran-2-yl)propenoic acid (4.5 g, 20 mmoles), methanol (250 ml), 99% hydrazine hydrate (5 ml) and copper sulfate monohydrate (3 crystals) was stirred at room temperature for several days. The mixture was filtered and concentrated to remove methanol. The aqueous residue was acidified with 20% citric acid solution and extracted with diethyl ether. The ether solution was dried with Na2SO4, filtered, concentrated and chromatographed to obtain 950 mg of the title compound, m.p. 114°-117° C.

後処理

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated
  3. customto remove methanol
  4. extractionextracted with diethyl ether
  5. dry with materialThe ether solution was dried with Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customchromatographed

出典と根拠

ORDレコード
ord-66a8950cc8004c1da350a0eed19877a3
出典データセット
uspto-grants-1987_05
特許番号
US04663347

反応ノート

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