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

HRID 1391429

반응식

HRID 1391429 반응식
[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

참가 물질

6

반응물 2

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

생성물 1

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

시약·촉매·용매 3

HCID 178527696HCID 178527696, 화합물촉매HCID 6342Acetonitrile용매HCID 11430Potassium Carbonate용매

반응 조건

온도
90 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-64fd27ecb3c84abc97072bb50d7e3fc8
출처 데이터셋
uspto-grants-2008_03
특허 번호
US07338950B2

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