3-[4-(4-Chlorophenoxy)phenyl]-4-(3-methoxyphenyl)-oxazolidin-2-one → 2-[4-(4-Chloro-phenoxy)-phenylamino]-2-(3-methoxy-phenyl)-ethanol

HRID 1972255노트

반응식

HRID 1972255 반응식
[Cl:1][C:2]1[CH:28]=[CH:27][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([N:13]3[CH:17]([C:18]4[CH:23]=[CH:22][CH:21]=[C:20]([O:24][CH3:25])[CH:19]=4)[CH2:16][O:15]C3=O)=[CH:9][CH:8]=2)=[CH:4][CH:3]=1>[OH-].[Na+].CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([NH:13][CH:17]([C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([O:24][CH3:25])[CH:19]=3)[CH2:16][OH:15])=[CH:9][CH:8]=2)=[CH:27][CH:28]=1

참가 물질

3

반응물 1

HCID 687060693-[4-(4-Chlorophenoxy)phenyl]-4-(3-methoxyphenyl)-oxazolidin-2-one

생성물 1

HCID 687053802-[4-(4-Chloro-phenoxy)-phenylamino]-2-(3-methoxy-phenyl)-ethanol수율 73.8%

시약·촉매·용매 1

HCID 23721981Sodium hydroxide methanol용매

실험 절차

A solution of the product from step 1 (293 mg) in 3 mL of NaOH/MeOH (10%, w/w) is heated to 60° C. for 6 h, then subsequently cooled to room temperature and concentrated. The residue is dissolved in EtOAc (30 ml) and is washed with brine, and dried over MgSO4, filtered, and concentrated to give the crude product, which is by purified flash chromatography on silica gel (EtOAc/Hex: 1/1) to provide 2-[4-(4-chloro-phenoxy)-phenylamino]-2-(3-methoxy-phenyl)-ethanol (202 mg).

후처리

  1. concentrationconcentrated
  2. dissolutionThe residue is dissolved in EtOAc (30 ml)
  3. washis washed with brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customto give the crude product, which
  8. customby purified flash chromatography on silica gel (EtOAc/Hex: 1/1)

출처 및 근거

ORD 기록
ord-2142ea43e1b642ec975e8240b84f5092
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08431607B2

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