Hydrochloric Acid → 5-[(2-Chloro-alpha,alpha,alpha-trifluoro-p-tolyl)oxy]salicylic acid

HRID 234838

反応式

HRID 234838 の反応式
Cl[C:2]1[CH:3]=[C:4]([C:9]([F:12])([F:11])[F:10])[CH:5]=[CH:6][C:7]=1F.[OH:13][C:14]1[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][C:15]=1[C:16]([OH:18])=[O:17].C(=O)([O-])[O-].[K+].[K+].[ClH:30]>CS(C)=O.C(Cl)Cl>[Cl:30][C:5]1[CH:6]=[C:7]([O:23][C:20]2[CH:19]=[C:15]([C:16]([OH:18])=[O:17])[C:14]([OH:13])=[CH:22][CH:21]=2)[CH:2]=[CH:3][C:4]=1[C:9]([F:12])([F:11])[F:10]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 34692,5-Dihydroxybenzoic acidHCID 11430Potassium CarbonateHCID 157153Benzene, 2-chloro-1-fluoro-4-(trifluoromethyl)-

生成物 1

HCID 867502335-[(2-Chloro-alpha,alpha,alpha-trifluoro-p-tolyl)oxy]salicylic acid収率 91.3%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 6344Dichloromethane溶媒

実験手順

A mixture of 3-chloro-4-fluoro-α,α,α-trifluorotoluene (103 g, 0.52 mol), 2,5-dihydroxybenzoic acid (80 g, 0.52 mol) and potassium carbonate (180 g, 1.3 mol) in dimethyl sulfoxide is heated to and held at 130° C. for about 30 hours, cooled to room temperature and poured into ice-water. The aqueous mixture is acidified to pH 2 with concentrated hydrochloric acid and decanted to obtain an oil. The oil is dissolved in methylene chloride, washed with water and concentrated in vacuo to form a brown oil which is crystallized from ether to give the title product as a tan solid (158 g, 91.3%, mp 135° C.).

後処理

  1. temperatureis heated to and
  2. customdecanted
  3. customto obtain an oil
  4. washwashed with water
  5. concentrationconcentrated in vacuo
  6. customto form a brown oil which
  7. customis crystallized from ether

出典と根拠

ORDレコード
ord-43534e15d35d4e928e8f2f3a64764d6f
出典データセット
uspto-grants-1997_01
特許番号
US05596124

関連ノート

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