Benzyl Bromide → methyl 3-(benzyloxy)-2-thiophenecarboxylate

HRID 1611130노트

반응식

HRID 1611130 반응식
[OH:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]([O:9][CH3:10])=[O:8].[CH2:11](Br)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[CH2:11]([O:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]([O:9][CH3:10])=[O:8])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 5811273-Hydroxy-thiophene-2-carboxylic acid methyl ester

생성물 1

HCID 2764114methyl 3-(benzyloxy)-2-thiophenecarboxylate수율 100.8%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A mixture of methyl 3-hydroxy-2-thiophenecarboxylate (5.00 g, 31.61 mmol), benzyl bromide (3.76 mL, 31.61 mmol), and K2CO3 (4.81 g, 34.77 g) in acetone (50 mL) was stirred at reflux for 1.5 hrs. After cooled to room temperature, the mixture was filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=15/1 to 9/1) to give methyl 3-(benzyloxy)-2-thiophenecarboxylate as a pale yellow oil (7.91 g, yield: quant.).

후처리

  1. temperatureat reflux for 1.5 hrs
  2. filtrationthe mixture was filtered
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe residue was purified by column chromatography on silica gel (hexane:ethyl acetate=15/1 to 9/1)

출처 및 근거

ORD 기록
ord-3e3816af37224e3d855890a70f0b2f71
출처 데이터셋
uspto-grants-2006_01
특허 번호
US06984649B1

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