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

HRID 714520

반응식

HRID 714520 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-c684f8a700ae4cda99395bea95117d31
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09187447B2

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