Stannous Chloride → 4-(Benzyloxy)-3,5-dichloroaniline

HRID 883817

反応式

HRID 883817 の反応式
[Sn](Cl)Cl.[CH2:4]([O:11][C:12]1[C:17]([Cl:18])=[CH:16][C:15]([N+:19]([O-])=O)=[CH:14][C:13]=1[Cl:22])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.C(C(C(C([O-])=O)O)O)([O-])=O.[K+].[Na+]>C(O)C.C(OCC)(=O)C.[Cl-].[Na+].O>[CH2:4]([O:11][C:12]1[C:13]([Cl:22])=[CH:14][C:15]([NH2:19])=[CH:16][C:17]=1[Cl:18])[C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1

参加物

7

反応物 3

HCID 24479Stannous ChlorideHCID 9855836Potassium sodium tartarateHCID 595097642-(Benzyloxy)-1,3-dichloro-5-nitrobenzene

生成物 1

HCID 185431714-(Benzyloxy)-3,5-dichloroaniline

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 8857Ethyl Acetate溶媒HCID 57417360Sodium chloride; water溶媒

反応条件

温度
70 °C

実験手順

Tin(II) chloride (22 g, 98 mmol) was added to a stirring solution of 2-(benzyloxy)-1,3-dichloro-5-nitrobenzene (5.8 g, 19 mmol) in ethanol (80 mL), and the resulting suspension was heated to 70° C. After 1 h the mixture was cooled to room temperature and diluted with ethyl acetate (200 mL). The mixture was poured into brine (100 mL) and the resulting emulsion stirred with sodium potassium tartrate solution (200 mL). The mixture was extracted with ethyl acetate and the combined organic layers dried (MgSO4), filtered and concentrated in vacuo to afford 4-(benzyloxy)-3,5-dichloroaniline that was used directly in the next step without purification.

後処理

  1. temperatureAfter 1 h the mixture was cooled to room temperature
  2. extractionThe mixture was extracted with ethyl acetate
  3. dry with materialthe combined organic layers dried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-3cc40db0e4aa49bfb82c4e603f980a5f
出典データセット
uspto-grants-2012_08
特許番号
US08236984B2

関連ノート

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