Citric Acid → Bromo-acetic acid 2,4-dinitro-phenyl ester

HRID 1959571

反応式

HRID 1959571 の反応式
[Br:1][CH2:2][C:3](Br)=[O:4].[N+:6]([C:9]1[CH:14]=[C:13]([N+:15]([O-:17])=[O:16])[CH:12]=[CH:11][C:10]=1[OH:18])([O-:8])=[O:7].N1C=CC=CC=1.C(O)(=O)CC(CC(O)=O)(C(O)=O)O>C(Cl)Cl>[N+:6]([C:9]1[CH:14]=[C:13]([N+:15]([O-:17])=[O:16])[CH:12]=[CH:11][C:10]=1[O:18][C:3](=[O:4])[CH2:2][Br:1])([O-:8])=[O:7]

参加物

6

反応物 4

HCID 311Citric AcidHCID 1049PyridineHCID 14932,4-DinitrophenolHCID 61147Bromoacetyl bromide

生成物 1

HCID 11278141Bromo-acetic acid 2,4-dinitro-phenyl ester

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

Under argon atmosphere bromo-acetyl bromide (2.67 mL, 30.66 mmol) dissolved in DCM (15 mL) was added within 15 min to a mixture of 2,4-dinitro-phenol (5.13 g, 27.88 mmol) and pyridine (2.92 mL, 36.24 mmol) in DCM (40 mL) at 0° C. After 1 h at RT, aqueous citric acid solution (10%, 30 mL) was added to the reaction mixture. The organic layer was dried over Na2SO4, filtered, and concentrated in vacuo. The resulting residue recrystallized from diethyl ether (75 mL) to afford the title compound.

後処理

  1. dry with materialThe organic layer was dried over Na2SO4
  2. filtrationfiltered
  3. concentrationconcentrated in vacuo
  4. customThe resulting residue recrystallized from diethyl ether (75 mL)

出典と根拠

ORDレコード
ord-73231533228d4ba39352ee3bca1e76e9
出典データセット
uspto-grants-2013_04
特許番号
US08410134B2

関連ノート

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