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

HRID 1269589노트

반응식

HRID 1269589 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-473f17f55b5d4d3d9b9c45fd62fa22b3
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07199239B2

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