Methanol → Methyl 4-amino-3,5-dichlorobenzoate

HRID 1503800노트

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HRID 1503800 반응식
OS(O)(=O)=O.[NH2:6][C:7]1[C:15]([Cl:16])=[CH:14][C:10]([C:11]([OH:13])=[O:12])=[CH:9][C:8]=1[Cl:17].[CH3:18]O>>[NH2:6][C:7]1[C:8]([Cl:17])=[CH:9][C:10]([C:11]([O:13][CH3:18])=[O:12])=[CH:14][C:15]=1[Cl:16]

참가 물질

4

반응물 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 420614-Amino-3,5-dichlorobenzoic acid

생성물 1

HCID 604808Methyl 4-amino-3,5-dichlorobenzoate수율 70%

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온도
80 °C

실험 절차

conc. H2SO4 (2.5 mL, 97.04 mmol) was added drop wise to a stirred solution of 4-amino-3,5-dichlorobenzoic acid (10.0 g, 48.54 mmol) in MeOH (150 mL) at 0° C. and the reaction mixture was then stirred at 80° C. for 8 h. The volatiles were evaporated; ice cold water was added to the residue and which was then extracted with EtOAc. The combined organic layers were washed with brine, dried (Na2SO4), filtered and concentrated under reduced pressure to afford the title compound as a white solid (7.5 g, 70%): 1H NMR (300 MHz, DMSO-d6) δ 8.05 (s, 2H), 3.96 (s, 3H); ESIMS m/z 282 ([M]+); IR (KBr): 1733, 762, 514 cm−1.

후처리

  1. customThe volatiles were evaporated
  2. additionice cold water was added to the residue and which
  3. extractionwas then extracted with EtOAc
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-a05d1961b0ed4661b8df8af3859556c1
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09212164B2

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