Hydrochloric Acid → HCID 21287066、化合物

HRID 358193

反応式

HRID 358193 の反応式
[H-].[Na+].O[C:4]1[CH:12]=[CH:11][C:7]([C:8]([OH:10])=[O:9])=[C:6]([CH3:13])[CH:5]=1.[Cl:14][C:15]1[CH:16]=[C:17]([C:22]([F:25])([F:24])[F:23])[CH:18]=[CH:19][C:20]=1F.Cl.CN(C)C=[O:30]>O>[CH3:13][C:6]1[CH:5]=[CH:4][C:12]([O:30][C:20]2[CH:19]=[CH:18][C:17]([C:22]([F:25])([F:24])[F:23])=[CH:16][C:15]=2[Cl:14])=[CH:11][C:7]=1[C:8]([OH:10])=[O:9]

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 684754-Hydroxy-o-toluic acidHCID 157153Benzene, 2-chloro-1-fluoro-4-(trifluoromethyl)-

生成物 1

HCID 21287066HCID 21287066、化合物

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of sodium hydride (2.3 g, 50% dispersion in mineral oil, prewashed with petroleum, b.p. 40°-60°) and 4-hydroxy-2-methylbenzoic acid (3.4 g) in dry N,N-dimethylformamide (30 ml) was stirred for thirty minutes, then treated with 3-chloro-4-fluorobenzotrifluoride (4.5 g). The mixture was heated at 130° for five hours, cooled, diluted with water, acidified with 2N hydrochloric acid and extracted with ethyl acetate. The extracts were washed with water and brine, dried and evaporated. The residue was recrystallised from petroleum (b.p. 80°-100°) to give 2-methyl-5(2-chloro-4-trifluoromethylphenoxy)-benzoic acid (2.06 g, m.p. 113°). A suspension of this material (1.34 g) in thionyl chloride (5 ml) was heated under reflux for one hour and the excess reagent removed in vacuo. The residue was dissolved in acetonitrile and again evaporated to give crude acid chloride.

後処理

  1. temperatureThe mixture was heated at 130° for five hours
  2. temperaturecooled
  3. extractionextracted with ethyl acetate
  4. washThe extracts were washed with water and brine
  5. customdried
  6. customevaporated
  7. customThe residue was recrystallised from petroleum (b.p. 80°-100°)

出典と根拠

ORDレコード
ord-3fd1f6e933434511a7e2005f8f96d4d9
出典データセット
uspto-grants-1984_08
特許番号
US04465508

関連ノート

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