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

HRID 262209

반응식

HRID 262209 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 3007855Zincchloride촉매HCID 6348Carbon Disulfide용매2회

실험 절차

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.

후처리

  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.

출처 및 근거

ORD 기록
ord-dad472cfeef34eba94d07703e00242a6
출처 데이터셋
uspto-grants-1979_05
특허 번호
US04153719

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