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

HRID 233952ノート

反応式

HRID 233952 の反応式
[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]

参加物

6

反応物 2

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

生成物 1

HCID 190432092-Carboxymethyl-3-(ethoxycarbonylmethoxy)bromobenzene収率 53%

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid溶媒HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-39c4d85ee08a4e5096c2f0671a447ac5
出典データセット
uspto-grants-1997_01
特許番号
US05594034

反応ノート

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