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

HRID 2250552ノート

反応式

HRID 2250552 の反応式
[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

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 120773-CarboxybenzaldehydeHCID 161915Tosylmethyl isocyanide

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-1e475ecbef0744a8998861b294b6ed02
出典データセット
uspto-grants-2008_01
特許番号
US07317009B2

反応ノート

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