Methanol → 4-[4-Bromo-5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]-2-methyl-benzoic acid

HRID 69396ノート

反応式

HRID 69396 の反応式
C([O:3][C:4](=[O:30])[C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:15]([Br:16])[C:14]([C:21]3[CH:26]=[C:25]([Cl:27])[CH:24]=[C:23]([Cl:28])[CH:22]=3)([C:17]([F:20])([F:19])[F:18])[O:13][N:12]=2)=[CH:7][C:6]=1[CH3:29])C.O.[OH-].[Li+].CO>O>[Br:16][CH:15]1[C:14]([C:21]2[CH:22]=[C:23]([Cl:28])[CH:24]=[C:25]([Cl:27])[CH:26]=2)([C:17]([F:18])([F:19])[F:20])[O:13][N:12]=[C:11]1[C:8]1[CH:9]=[CH:10][C:5]([C:4]([OH:30])=[O:3])=[C:6]([CH3:29])[CH:7]=1

参加物

5

反応物 3

HCID 887MethanolHCID 168937Lithium hydroxide, monohydrateHCID 866551484-[4-Bromo-5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-2-methyl-benzoic acid ethyl ester

生成物 1

HCID 866551474-[4-Bromo-5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]-2-methyl-benzoic acid収率 88%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 4-[4-bromo-5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-2-methyl-benzoic acid ethyl ester (0.71 g, 1.35 mmol) (Example 1.6), lithium hydroxide monohydrate (0.17 g, 4 mmol), methanol (25 ml) and water (5 ml) was stirred at ambient temperature for 60 hours. The mixture was concentrated and the residue dissolved in water. The solution was acidified by addition of aqueous hydrochloric acid (1N). The precipitate was isolated by filtration and dried under vacuum to afford 4-[4-bromo-5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]-2-methyl-benzoic acid (0.59 g, 88% yield) as a white powder. 1H-NMR (CDCl3, 400 MHz): 8.05-7.45 (m, 6H), 5.87 (s, 1H), 2.65 (s, 3H) ppm.

後処理

  1. concentrationThe mixture was concentrated
  2. dissolutionthe residue dissolved in water
  3. additionThe solution was acidified by addition of aqueous hydrochloric acid (1N)
  4. customThe precipitate was isolated by filtration
  5. customdried under vacuum

出典と根拠

ORDレコード
ord-e2c8185aced54ac89e8c7a80aed00b8b
出典データセット
uspto-grants-2014_09
特許番号
US08822502B2

反応ノート

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