Water → Methyl 2-(4-bromothiophen-2-yl)acetate

HRID 410037

반응식

HRID 410037 반응식
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]([O:9][CH3:10])=[O:8].[Al+3].[Cl-].[Cl-].[Cl-].[Br:15]Br.O>C(Cl)(Cl)Cl>[Br:15][C:4]1[CH:3]=[C:2]([CH2:6][C:7]([O:9][CH3:10])=[O:8])[S:1][CH:5]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 24408BromineHCID 88055Methyl thiophen-2-acetateHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 67367159Methyl 2-(4-bromothiophen-2-yl)acetate수율 41.2%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

To a solution of methyl 2-(thiophen-2-yl)acetate (5 g, 32 m mol) and anhydrous AlCl3 (10.7 g, 80 mmol) in CHCl3 (50 ml) was added dropwise bromine (1.8 ml, 34 mmol) at 0-5° C. over 30 min. When the addition was complete, the mixture was allowed to warm to room temperature overnight. Then it was poured into icy water (50 ml), extracted with EtOAc (30 ml×3). The combined organic phase was dried over Na2SO4, filtered and concentrated. Purification by column chromatography (PE/EtOAc=10/1) gave the product (3.1 g, 41%) as light yellow oil.

후처리

  1. additionWhen the addition
  2. extractionextracted with EtOAc (30 ml×3)
  3. dry with materialThe combined organic phase was dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customPurification by column chromatography (PE/EtOAc=10/1)

출처 및 근거

ORD 기록
ord-3d80e05f50c843e9ae83b5f4e55f3760
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08759548B2

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