2,3-Dichloropyridine → 4-(3-Chloropyridin-2-yl)benzoic acid

HRID 1391429

反応式

HRID 1391429 の反応式
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1B(O)O)([OH:3])=[O:2].Cl[C:14]1[C:19]([Cl:20])=[CH:18][CH:17]=[CH:16][N:15]=1>C([O-])([O-])=O.[K+].[K+].C(#N)C.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[Pd]>[Cl:20][C:19]1[C:14]([C:7]2[CH:8]=[CH:9][C:4]([C:1]([OH:3])=[O:2])=[CH:5][CH:6]=2)=[N:15][CH:16]=[CH:17][CH:18]=1

参加物

6

反応物 2

HCID 169882,3-DichloropyridineHCID 27339852-(Dihydroxyboranyl)benzoic acid

生成物 1

HCID 221704544-(3-Chloropyridin-2-yl)benzoic acid

試薬・触媒・溶媒 3

HCID 178527696HCID 178527696、化合物触媒HCID 6342Acetonitrile溶媒HCID 11430Potassium Carbonate溶媒

反応条件

温度
90 °C

実験手順

Tetrakis palladium (0.1 2 g, 0.1 mMol) was added to a suspension of carboxybenzene boronic acid (0.33 g, 2.0 mMol) and 2,3-dichloropyridine (0.296 g, 2.0 mMol) in a mixture of 0.4M K2CO3 (10 mL) and acetonitrile (10 mL) and the mixture was heated at 90° C. for 12 hrs under a blanket of nitrogen. The hot suspension was filtered, the filtrate concentrated to about half the original volume before being washed with methylene chloride. The aq. layer was carefully acidified with conc. HCl and the precipitate was collected, washed with water and vacuum dried to obtain the product as a white solid.

後処理

  1. filtrationThe hot suspension was filtered
  2. concentrationthe filtrate concentrated to about half the original volume
  3. washbefore being washed with methylene chloride
  4. customthe precipitate was collected
  5. washwashed with water and vacuum
  6. customdried

出典と根拠

ORDレコード
ord-64fd27ecb3c84abc97072bb50d7e3fc8
出典データセット
uspto-grants-2008_03
特許番号
US07338950B2

関連ノート

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