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Acetic Acid → Methyl 3-bromo-5-fluoro-4-hydroxybenzoate

HRID 1475777
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HRID 1475777 반응식
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[C:6]([F:11])[CH:5]=1.C(O)(=O)C.[Br:17]Br.[O-]S([O-])=O.[Na+].[Na+]>O.CC(=O)OCC.C(Cl)Cl>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:5]=[C:6]([F:11])[C:7]([OH:10])=[C:8]([Br:17])[CH:9]=1
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참가 물질

8

반응물 4

HCID 176Acetic AcidHCID 24408BromineHCID 24437Sodium SulfiteHCID 7019368Methyl 3-fluoro-4-hydroxybenzoate

생성물 1

HCID 57467610Methyl 3-bromo-5-fluoro-4-hydroxybenzoate

시약·촉매·용매 3

HCID 962Water용매
HCID 6344
Dichloromethane
용매
HCID 8857Ethyl Acetate용매

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온도
0 °C

실험 절차

3.9 g of 3-fluoro-4-hydroxy-benzoic acid methyl ester were dissolved using 25 ml of acetic acid and 25 ml of DCM. The mixture was cooled to 0° C. and 1.4 ml bromine added slowly (30 minutes) at 0° C. Stirring was continued at room temperature for 18 h. Then, 200 ml of EA and a solution of 7.6 g Na2SO3 in 50 ml of water were added and the resulting mixture was stirred for 10 minutes at room temperature. The layers were separated, and the organic layer was washed using first 50 ml of water and second 50 ml of a saturated aqueous NaCl-solution. The organic layer was dried using MgSO4 and evaporated to yield 5.0 g of the title compound that was used without further purification.

후처리

  1. stirringthe resulting mixture was stirred for 10 minutes at room temperature
  2. customThe layers were separated
  3. washthe organic layer was washed
  4. customThe organic layer was dried
  5. customevaporated

출처 및 근거

ORD 기록
ord-6ab37640d32249d3acd4262482870817
출처 데이터셋
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09018383B2

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