Cesium carbonate → 4-(4-Carbamoyl-3-hydroxy-phenoxy)-butyric Acid Ethyl Ester

HRID 1018669

反応式

HRID 1018669 の反応式
[OH:1][C:2]1[CH:10]=[C:9]([OH:11])[CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].C([O-])([O-])=O.[Cs+].[Cs+].Br[CH2:19][CH2:20][CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23]>CN(C=O)C.O>[CH2:25]([O:24][C:22](=[O:23])[CH2:21][CH2:20][CH2:19][O:11][C:9]1[CH:8]=[CH:7][C:3]([C:4](=[O:5])[NH2:6])=[C:2]([OH:1])[CH:10]=1)[CH3:26]

参加物

6

反応物 3

HCID 10796Cesium carbonateHCID 76300Ethyl 4-bromobutyrateHCID 766012,4-Dihydroxybenzamide

生成物 1

HCID 120727834-(4-Carbamoyl-3-hydroxy-phenoxy)-butyric Acid Ethyl Ester

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
70 °C

実験手順

To 2,4-dihydroxybenzamide (16.5 g, 108.3 mmol) in DMF (100 mL) was added Cs2CO3 (39.0 g, 119.1 mmol) followed by ethyl 4-bromobutyrate (17.0 mL, 119.1 mmol). The mixture was heated to 70° C. for 2 h, cooled, diluted with water and extracted with EtOAc. The combined extracts were washed with water, dried over magnesium sulfate, concentrated, and chomatographed over silica gel (60% EtOAc/hexane) to a white solid (4.2 g, 15%). MS [M+H]− 267.

後処理

  1. temperaturecooled
  2. extractionextracted with EtOAc
  3. washThe combined extracts were washed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-e023bd4d004e4caab7c8c9cb3c4e9bee
出典データセット
uspto-grants-2002_11
特許番号
US06482852B2

関連ノート

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