m-Chloroperbenzoic acid → Ethyl 2-hydroxymethyl-2,3-dihydrobenzofuran-5-carboxylate

HRID 256399ノート

反応式

HRID 256399 の反応式
[CH2:1]([C:4]1[CH:5]=[C:6]([CH:12]=[CH:13][C:14]=1[OH:15])[C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH:2]=[CH2:3].ClC1C=CC=C(C(OO)=[O:24])C=1>C(Cl)(Cl)Cl>[OH:24][CH2:3][CH:2]1[CH2:1][C:4]2[CH:5]=[C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH:12]=[CH:13][C:14]=2[O:15]1

参加物

4

反応物 2

HCID 70297m-Chloroperbenzoic acidHCID 12252872Ethyl 3-allyl-4-hydroxybenzoate

生成物 1

HCID 13728720Ethyl 2-hydroxymethyl-2,3-dihydrobenzofuran-5-carboxylate収率 63.3%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

A mixture of 47.1 g (0.228 mole) ethyl 3-allyl4-hydroxybenzoate, 350 ml chloroform and 79.7 g (0.462 mole) m-chloroperbenzoic acid was heated at reflux, with stirring, under nitrogen for 3.5 hours. The resulting mixture was allowed to cool to room temperature, the solvent evaporated, the residue dissolved in ethyl ether, washed with 1N sodium hydroxide, brine and dried (MgSO4). Evaporation of the ether gave 32.07 g of product as a colorless solid, m.p. 72°-77° C. which was used in the next step.

後処理

  1. temperaturewas heated
  2. temperatureat reflux
  3. customthe solvent evaporated
  4. dissolutionthe residue dissolved in ethyl ether
  5. washwashed with 1N sodium hydroxide, brine
  6. dry with materialdried (MgSO4)
  7. customEvaporation of the ether

出典と根拠

ORDレコード
ord-824a5b5fbbb04697816c18f08f1c39b7
出典データセット
uspto-grants-1987_10
特許番号
US04703052

反応ノート

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