Phenol → Ethyl 2-nitro-5-phenoxybenzoate

HRID 1054229

反応式

HRID 1054229 の反応式
Cl[C:2]1[CH:3]=[CH:4][C:5]([N+:13]([O-:15])=[O:14])=[C:6]([CH:12]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8].C([O-])([O-])=O.[K+].[K+].[C:22]1([OH:28])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CN(C=O)C.O>[N+:13]([C:5]1[CH:4]=[CH:3][C:2]([O:28][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[CH:12][C:6]=1[C:7]([O:9][CH2:10][CH3:11])=[O:8])([O-:15])=[O:14]

参加物

6

反応物 3

HCID 996PhenolHCID 11430Potassium CarbonateHCID 603450Ethyl 5-chloro-2-nitrobenzoate

生成物 1

HCID 57796884Ethyl 2-nitro-5-phenoxybenzoate収率 36%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
130 °C

実験手順

To a stirring suspension of ethyl 5-chloro-2-nitrobenzoate (15 g, 65.3 mmol) and K2CO3 (13.54 g, 98 mmol) in DMF (5 ml) was added phenol (6.76 g, 71.9 mmol). Reaction mixture was heated at 130° C. for 16 h. Reaction mixture was diluted with water and extracted with EtOAc. The organic layer was separated and distilled out to get crude product which was column purified using 10% EtOAC in hexane to get the titled compound in 36% yield.

後処理

  1. customReaction mixture
  2. customReaction mixture
  3. extractionextracted with EtOAc
  4. customThe organic layer was separated
  5. distillationdistilled out
  6. customto get crude product which
  7. custompurified

出典と根拠

ORDレコード
ord-b7490241d3014ddeab3ce446bfb37f76
出典データセット
uspto-grants-2016_07
特許番号
US09394300B2

関連ノート

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