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

HRID 256399노트

반응식

HRID 256399 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-824a5b5fbbb04697816c18f08f1c39b7
출처 데이터셋
uspto-grants-1987_10
특허 번호
US04703052

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