5-Bromo-4-chloro-2-fluoro-n-methyl-n-o-tolyl-benzamide → 5-bromo-4-chloro-2-methoxy-N-methyl-N-o-tolyl-benzamide

HRID 661650ノート

反応式

HRID 661650 の反応式
[Br:1][C:2]1[C:3]([Cl:20])=[CH:4][C:5](F)=[C:6]([CH:18]=1)[C:7]([N:9]([CH3:17])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH3:16])=[O:8].[CH3:21][O:22][Na].CO>>[Br:1][C:2]1[C:3]([Cl:20])=[CH:4][C:5]([O:22][CH3:21])=[C:6]([CH:18]=1)[C:7]([N:9]([CH3:17])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH3:16])=[O:8]

参加物

3

反応物 2

HCID 686027675-Bromo-4-chloro-2-fluoro-n-methyl-n-o-tolyl-benzamideHCID 178501943HCID 178501943、化合物

生成物 1

HCID 686036055-bromo-4-chloro-2-methoxy-N-methyl-N-o-tolyl-benzamide

実験手順

A mixture of 5-bromo-4-chloro-2-fluoro-N-methyl-N-o-tolyl-benzamide (2.5 g, 7.0 mmol) was heated in MeONa/MeOH (20 mL, 25%) at 55° C. for 12 hrs, then was concentrated and partitioned between DCM and water. The organic layer was then separated, washed with 3N HCl, sat NaHCO3 and brine, dried over MgSO4, and concentrated. Purification by silica gel column chromatography eluting with ethyl acetate in hexanes (1/4) gave 5-bromo-4-chloro-2-methoxy-N-methyl-N-o-tolyl-benzamide (2.75 g). MS: 367.8 (M+H)*; tR=2.51 min (method 1).

後処理

  1. concentrationwas concentrated
  2. custompartitioned between DCM and water
  3. customThe organic layer was then separated
  4. washwashed with 3N HCl
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated
  7. customPurification by silica gel column chromatography
  8. washeluting with ethyl acetate in hexanes (1/4)

出典と根拠

ORDレコード
ord-ddfa0249c7c2449c99dbb4dafb1d45ae
出典データセット
uspto-grants-2011_12
特許番号
US08084614B2

反応ノート

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