Hydrochloric Acid → 1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid

HRID 49641

反応式

HRID 49641 の反応式
[CH3:1][N:2]1[CH:6]=[C:5]([C:7]([O:9]CC)=[O:8])[C:4]([C:12]([F:15])([F:14])[F:13])=[N:3]1.C1(C)C=CC=CC=1.[OH-].[Na+].Cl>O>[CH3:1][N:2]1[CH:6]=[C:5]([C:7]([OH:9])=[O:8])[C:4]([C:12]([F:13])([F:14])[F:15])=[N:3]1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 1140TolueneHCID 14798Sodium HydroxideHCID 27829701H-Pyrazole-4-carboxylic acid, 1-methyl-3-(trifluoromethyl)-, ethyl ester

生成物 1

HCID 27756651-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid収率 98.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
50 °C

実験手順

50 g of ethyl 1-methyl-3-trifluoromethyl-4-pyrazolecarboxylate were initially charged with 177 g of toluene and 54 g of 25% sodium hydroxide solution and heated to reflux for 15 hours. The cloudy reaction mixture was cooled to 50° C. and admixed with 69 g of water. The aqueous phase was adjusted to pH 1-2 at 30° C. by adding 83 g of 15% hydrochloric acid, and the product precipitated out of solution. The suspension was stirred for a further 30 minutes at room temperature and for 30 minutes at 0° C., and the crude product was then isolated and washed 3 times with 60 g each time of cold (<10° C.) water. After drying at room temperature and under reduced pressure, 43 g of 1-methyl-3-trifluoromethyl-4-pyrazolecarboxylic acid were obtained. This corresponds to a yield of 98% of theory.

後処理

  1. temperatureheated
  2. temperatureto reflux for 15 hours
  3. customThe cloudy reaction mixture
  4. customwas adjusted to pH 1-2 at 30° C.
  5. customthe product precipitated out of solution
  6. customthe crude product was then isolated
  7. washwashed 3 times with 60 g each time of cold (<10° C.) water
  8. customAfter drying at room temperature and under reduced pressure

出典と根拠

ORDレコード
ord-768d08ef2f7f472a83947b43f7b993f8
出典データセット
uspto-grants-2004_03
特許番号
US06706911B1

関連ノート

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