Trifluoroacetic acid → 2-Carboxymethyl-3-(ethoxycarbonylmethoxy)bromobenzene

HRID 233952노트

반응식

HRID 233952 반응식
[CH2:1]([O:3][C:4]([CH:6]1[C:15](=[O:16])[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][C:12]=2[Br:17])[O:7]1)=[O:5])[CH3:2].FC(F)(F)C(O)=[O:21]>CO.Cl.O>[C:15]([CH2:14][C:13]1[C:8]([O:7][CH2:6][C:4]([O:3][CH2:1][CH3:2])=[O:5])=[CH:9][CH:10]=[CH:11][C:12]=1[Br:17])([OH:21])=[O:16]

참가 물질

6

반응물 2

HCID 6422Trifluoroacetic acidHCID 190431932-Ethoxycarbonyl-5-bromo-3-chromanone

생성물 1

HCID 190432092-Carboxymethyl-3-(ethoxycarbonylmethoxy)bromobenzene수율 53%

시약·촉매·용매 3

HCID 313Hydrochloric Acid용매HCID 887Methanol용매HCID 962Water용매

실험 절차

A suspension of 2-ethoxycarbonyl-5-bromo-3-chromanone (300 mg, 1 mMol) in methanol (5 mL) and 10% hydrochloric acid (3 mL) was heated at reflux for 2 hours. All of the solid had not dissolved; therefore, trifluoroacetic acid (1 mL) was added, and heating was continued for 18 hours. The reaction mixture was diluted with water and extracted well with diethyl ether. The ether phases were combined, dried over sodium sulfate, and concentrated in vacuo to give a yellow glass. Purification by flash chromatography (1:1 hexane:ether) gave the title compound as a light yellow glass (120 mg, 53%).

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 2 hours
  3. dissolutionAll of the solid had not dissolved
  4. temperatureheating
  5. extractionextracted well with diethyl ether
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated in vacuo
  8. customto give a yellow glass
  9. customPurification by flash chromatography (1:1 hexane:ether)

출처 및 근거

ORD 기록
ord-39c4d85ee08a4e5096c2f0671a447ac5
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05594034

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