Ethanol → HCID 73679344, compound

HRID 905127Notes

Reaction equation

HRID 905127 reaction equation
[C:1]([O:4][CH2:5][CH3:6])(=[O:3])[CH3:2].C(O)C.[Na].[CH2:11]1[CH2:16][O:15][C:13]([C:17]2[CH:18]=[CH:19][C:20]([O:25][CH3:26])=[C:21]([CH:24]=2)[CH:22]=O)([CH3:14])[O:12]1>C1(C)C(C)=CC=CC=1.O.C(O)(=O)C>[CH2:11]1[CH2:16][O:15][C:13]([C:17]2[CH:18]=[CH:19][C:20]([O:25][CH3:26])=[C:21]([CH:22]=[CH:2][C:1]([O:4][CH2:5][CH3:6])=[O:3])[CH:24]=2)([CH3:14])[O:12]1

Participants

8

Reactant 4

HCID 702EthanolHCID 8857Ethyl AcetateHCID 5360545Sodium2×HCID 129081912-Methoxy-5-(2-methyl-1,3-dioxolan-2-yl)benzaldehyde

Product 1

HCID 73679344HCID 73679344, compound

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 962WaterSolventHCID 7237O-XyleneSolvent2×

Procedure

At 0° C., a mixture of 40 ml of ethyl acetate and 1 cm3 of ethanol is added drop by drop to a suspension of 3.5 g (0.15 mole) of sodium in balls in 200 ml of xylene. 22 g (0.1 mole) of 5-(1,1-ethylenedioxy-ethyl)-2-methoxy benzaldehyde dissolved in 50 ml of xylene are then added. The reaction medium is allowed to return to ambient temperature and is stirred for 3 hours. 50 ml of acetic acid are then added. After total disappearance of the sodium, 40 ml of water are added. After extraction with ether, washings with sodium hydroxide then with water up to neutrality, the ethereal phases are evaporated to obtain 24 g (oil) of the expected product.

Workup

  1. additionis added drop by drop
  2. additionare then added
  3. customto return to ambient temperature
  4. extractionAfter extraction
  5. washwith ether, washings with sodium hydroxide
  6. customwith water up to neutrality, the ethereal phases are evaporated

Sources & evidence

ORD record
ord-aeeb4d0110c74b42803cf48700992f3a
Source dataset
uspto-grants-1983_12
Patent number
US04421927

Reaction notes

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