1,2-Dibromoethane → Methyl 2,3-dihydro-1,4-benzodioxine-6-carboxylate

HRID 596602

反応式

HRID 596602 の反応式
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[C:6]([OH:11])[CH:5]=1.C[O-].[Na+].Br[CH2:17][CH2:18]Br>CO>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]2[O:10][CH2:17][CH2:18][O:11][C:6]=2[CH:5]=1

参加物

5

反応物 3

HCID 78391,2-DibromoethaneHCID 287064Methyl 3,4-DihydroxybenzoateHCID 10942334Sodium Methoxide

生成物 1

HCID 3802178Methyl 2,3-dihydro-1,4-benzodioxine-6-carboxylate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of 4.20 g. of 3,4-dihydroxybenzoic acid methyl ester in 10.0 ml. of methanol is combined with 7.0 g. of sodium methoxide and then 15.0 g. of 1,2-dibromoethane is added. The resulting mixture is refluxed under nitrogen for 24 hours, then cooled, filtered, evaporated in vacuo and the resulting oil dissolved in 50 ml. of chloroform. The resulting solution after again filtering is chromatographed over 100 ml. of silica gel eluting with chloroform to obtain 3,4-ethylenedioxybenzoic acid methyl ester, m.p. 43°-45° C.

後処理

  1. temperatureThe resulting mixture is refluxed under nitrogen for 24 hours
  2. temperaturecooled
  3. filtrationfiltered
  4. customevaporated in vacuo
  5. dissolutionthe resulting oil dissolved in 50 ml
  6. filtrationThe resulting solution after again filtering
  7. customis chromatographed over 100 ml

出典と根拠

ORDレコード
ord-a68d6c679ea04501b26a9aae8c2ed78d
出典データセット
uspto-grants-1977_03
特許番号
US04011323

関連ノート

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