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 661650노트

반응식

HRID 661650 반응식
[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]

참가 물질

3

반응물 2

HCID 686027675-Bromo-4-chloro-2-fluoro-n-methyl-n-o-tolyl-benzamideHCID 178501943HCID 178501943, 화합물

생성물 1

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

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-ddfa0249c7c2449c99dbb4dafb1d45ae
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08084614B2

반응 노트

불러오는 중…