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

HRID 1959571

반응식

HRID 1959571 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-73231533228d4ba39352ee3bca1e76e9
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08410134B2

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