Potassium Carbonate → 3-(1,3-oxazol-5-yl)benzoic Acid

HRID 2250552노트

반응식

HRID 2250552 반응식
[CH:1]([C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([OH:8])=[O:7])=[O:2].C1(C)C=CC(S([CH2:21][N+:22]#[C-:23])(=O)=O)=CC=1.C(=O)([O-])[O-].[K+].[K+]>CO>[O:2]1[C:1]([C:3]2[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=2)[C:6]([OH:8])=[O:7])=[CH:23][N:22]=[CH:21]1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 120773-CarboxybenzaldehydeHCID 161915Tosylmethyl isocyanide

생성물 1

HCID 71278133-(1,3-oxazol-5-yl)benzoic Acid수율 76.8%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a mixture of 3-formylbenzoic acid (500 mg) and p-toluenesulfonylmethyl isocyanide (715 mg) in methanol (20 mL) was added potassium carbonate (1.38 g) and the mixture was heated under reflux for 2 hours. After evaporation of solvent, the residue was partitioned between ethyl acetate and water. The aqueous layer was separated and acidified with 1N hydrochloric acid. The resulting precipitates were collected and washed with water, methanol and ether to give 3-(1,3-oxazol-5-yl)benzoic acid as a colorless amorphous powder (484 mg).

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 2 hours
  3. customAfter evaporation of solvent
  4. customthe residue was partitioned between ethyl acetate and water
  5. customThe aqueous layer was separated
  6. customThe resulting precipitates
  7. customwere collected
  8. washwashed with water, methanol and ether

출처 및 근거

ORD 기록
ord-1e475ecbef0744a8998861b294b6ed02
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07317009B2

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