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

HRID 1972255ノート

反応式

HRID 1972255 の反応式
[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

参加物

3

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 23721981Sodium hydroxide methanol溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-2142ea43e1b642ec975e8240b84f5092
出典データセット
uspto-grants-2013_04
特許番号
US08431607B2

反応ノート

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