Acetonitrile → Ethyl (4-formyl-2-methylphenoxy)acetate

HRID 1269589ノート

反応式

HRID 1269589 の反応式
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[CH3:10].C(#N)C.C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23]>O>[CH:6]([C:5]1[CH:8]=[CH:9][C:2]([O:1][CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])=[C:3]([CH3:10])[CH:4]=1)=[O:7]

参加物

6

反応物 4

HCID 6342AcetonitrileHCID 7748Ethyl bromoacetateHCID 10796Cesium carbonateHCID 1399014-Hydroxy-3-methylbenzaldehyde

生成物 1

HCID 58622891Ethyl (4-formyl-2-methylphenoxy)acetate収率 88%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a solution of 4-hydroxy-3-methylbenzaldehyde (8 g, 58.8 mmol) in an hydrous acetonitrile (300 mL), under nitrogen at 0° C., was added caesium carbonate (21 g, 64.6 mmol) and ethyl bromoacetate (6.52 mL, 58.8 mmol). The resulting mixture was allowed to come to room temperature and stirred for 16 h. The reaction mixture was diluted with water (400 mL) and extracted with EtOAc (2×500 mL). The combined organic extracts were dried (MgSO4) and the solvents removed in vacuo, to afford the title compound as brown solid (11.5 g).

後処理

  1. customto come to room temperature
  2. extractionextracted with EtOAc (2×500 mL)
  3. dry with materialThe combined organic extracts were dried (MgSO4)
  4. customthe solvents removed in vacuo

出典と根拠

ORDレコード
ord-473f17f55b5d4d3d9b9c45fd62fa22b3
出典データセット
uspto-grants-2007_04
特許番号
US07199239B2

反応ノート

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