Ethyl 2-furoate → Ethyl 5-(3,4-methylenedioxybenzyl)-2-furoate

HRID 262209

反応式

HRID 262209 の反応式
[CH2:1]1[O:11][C:10]2[CH:9]=[CH:8][C:5]([CH2:6]Br)=[CH:4][C:3]=2[O:2]1.[O:12]1[CH:16]=[CH:15][CH:14]=[C:13]1[C:17]([O:19][CH2:20][CH3:21])=[O:18]>[Cl-].[Zn+2].[Cl-].C(=S)=S>[CH2:1]1[O:11][C:10]2[CH:9]=[CH:8][C:5]([CH2:6][C:16]3[O:12][C:13]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:14][CH:15]=3)=[CH:4][C:3]=2[O:2]1

参加物

5

反応物 2

HCID 11980Ethyl 2-furoateHCID 64514231,3-Benzodioxole, 5-(bromomethyl)-

生成物 1

HCID 20389920Ethyl 5-(3,4-methylenedioxybenzyl)-2-furoate

試薬・触媒・溶媒 2

HCID 3007855Zincchloride触媒HCID 6348Carbon Disulfide溶媒2 回

実験手順

A solution of 60 g. of 3,4-methylenedioxybenzyl bromide in 200 ml. of carbon disulfide was slowly added over a period of 45 minutes to a solution of 260 g. of ethyl 2-furoate and 20 g. of zinc chloride in 600 ml. of carbon disulfide held at -10° C. The reaction mixture was allowed to warm to room temperature, filtered, extracted with water and saturated sodium chloride solution, and dried over anhydrous sodium sulfate. The solvent was removed and the residue distilled to give 27 g. of ethyl 5-(3,4-methylenedioxybenzyl)-2-furoate, b.p. 162°-166° C. (0.5 mm), which crystallized to a solid, m.p. 67°-68° C.

後処理

  1. customheld at -10° C
  2. filtrationfiltered
  3. extractionextracted with water and saturated sodium chloride solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent was removed
  6. distillationthe residue distilled
  7. customto give 27 g
  8. customof ethyl 5-(3,4-methylenedioxybenzyl)-2-furoate, b.p. 162°-166° C. (0.5 mm), which crystallized to a solid, m.p. 67°-68° C.

出典と根拠

ORDレコード
ord-dad472cfeef34eba94d07703e00242a6
出典データセット
uspto-grants-1979_05
特許番号
US04153719

関連ノート

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