Hydrochloric Acid → 2'-Fluorobiphenyl-3-carboxylic acid

HRID 1731803ノート

反応式

HRID 1731803 の反応式
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:9]=[C:10]([CH3:14])[CH:11]=[CH:12][CH:13]=1.[Mn]([O-])(=O)(=O)=[O:16].[K+].S(=O)(O)[O-].[Na+].Cl.[OH2:27]>C(O)(C)(C)C.[O-2].[O-2].[Mn+4]>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:9]=[C:10]([CH:11]=[CH:12][CH:13]=1)[C:14]([OH:16])=[O:27]

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 516875Potassium Permanganate2 回HCID 128530412-Fluoro-3'-methyl-1,1'-biphenylHCID 23665763Sodium Bisulfite

生成物 1

HCID 27826832'-Fluorobiphenyl-3-carboxylic acid

試薬・触媒・溶媒 2

HCID 178418406HCID 178418406、化合物触媒HCID 6386tert-Butanol溶媒

反応条件

温度
90 °C

実験手順

A mixture of 7.0 g 3-(2-fluorophenyl)-toluene and 29.5 g potassium permanganate in 500 ml t-butanol and 100 ml water was heated at 90° C. for 18 hours. The reaction mixture was cooled to room temperature, sufficient sodium bisulfite was added to dissolve the remaining potassium permanganate and manganese dioxide, and the pH was adjusted to 1 with hydrochloric acid. The resulting precipitate was collected by filtration, redissolved in ethyl acetate and this solution was dried and evaporated yielding the product as a white solid of m.p. 147°-148° C. after recrystallization from hexanes (5.7 g, 70% yield). NMR (DMSO-d6, 250 MHz): 8.2-7.3 (m, 8H).

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationThe resulting precipitate was collected by filtration
  3. dissolutionredissolved in ethyl acetate
  4. customthis solution was dried
  5. customevaporated

出典と根拠

ORDレコード
ord-56c6ddec21f640c8814e715ec24ceacc
出典データセット
uspto-grants-1986_11
特許番号
US04623650

反応ノート

読み込み中…