Dichloromethane → 5-Nitro-3-phenylpyridin-2-ol

HRID 41980

反応式

HRID 41980 の反応式
I[C:2]1[C:3]([OH:11])=[N:4][CH:5]=[C:6]([N+:8]([O-:10])=[O:9])[CH:7]=1.[C:12]1(B(O)O)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(Cl)Cl.C([O-])([O-])=O.[Cs+].[Cs+]>O1CCOCC1.O>[N+:8]([C:6]1[CH:7]=[C:2]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:3]([OH:11])=[N:4][CH:5]=1)([O-:10])=[O:9]

参加物

6

反応物 4

HCID 6344DichloromethaneHCID 10796Cesium carbonateHCID 66827Phenylboronic AcidHCID 178526840HCID 178526840、化合物

生成物 1

HCID 1785268355-Nitro-3-phenylpyridin-2-ol

試薬・触媒・溶媒 1

HCID 218864351,4-Dioxane--water (1/1)溶媒

実験手順

In a schlenck tube, a mixture of 3-iodo-5-nitropyridin-2-ol (7.52 mmol, 2 g), phenylboronic acid (8.28 mmol, 1.01 g), PdCl2dppf.DCM (0.75 mmol, 0.6 g), Cs2CO3 (22.56 mmol, 7.4 g) in a dioxane/water 4:1 mixture (26 ml) was heated at 100° C. for 4 hours, under argon atmosphere. The solvent was evaporated and the crude mixture was extracted between water and ethyl acetate. The organic phase was evaporated and the crude was suspended in methanol affording a solid that was filtered off and dried under vacuum overnight affording 1.2 g (74% of yield) of the expected product.

後処理

  1. customThe solvent was evaporated
  2. extractionthe crude mixture was extracted between water and ethyl acetate
  3. customThe organic phase was evaporated
  4. filtrationthat was filtered off
  5. customdried under vacuum overnight
  6. customaffording

出典と根拠

ORDレコード
ord-c87b15bf4ba24b01a04e01ed10774af2
出典データセット
uspto-grants-2013_09
特許番号
US08536165B2

関連ノート

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