Sodium Acetate → 2-(4-Acetoxy-trans-2-butenyloxy)-benzaldehyde

HRID 443750Notes

Reaction equation

HRID 443750 reaction equation
Cl[CH2:2]/[CH:3]=[CH:4]/[CH2:5][O:6][C:7]1[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=1[CH:9]=[O:10].[C:15]([O-:18])(=[O:17])[CH3:16].[Na+]>C(O)(=O)C>[C:15]([O:18][CH2:2]/[CH:3]=[CH:4]/[CH2:5][O:6][C:7]1[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=1[CH:9]=[O:10])(=[O:17])[CH3:16]

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 155727102-(4-Chloro-trans-2-butenyloxy)-benzaldehyde

Product 1

HCID 205556522-(4-Acetoxy-trans-2-butenyloxy)-benzaldehyde

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The mixture of 50 g of 2-(4-chloro-trans-2-butenyloxy)-benzaldehyde, 50 g of sodium acetate and 200 ml of acetic acid is refluxed for 2 hours and concentrated. The concentrate is diluted with water, extracted with diethyl ether, the extract washed with water and 5% aqueous sodium bicarbonate, dried and evaporated, to yield the 2-(4-acetoxy-trans-2-butenyloxy)-benzaldehyde.

Workup

  1. temperatureis refluxed for 2 hours
  2. concentrationconcentrated
  3. additionThe concentrate is diluted with water
  4. extractionextracted with diethyl ether
  5. washthe extract washed with water and 5% aqueous sodium bicarbonate
  6. customdried
  7. customevaporated

Sources & evidence

ORD record
ord-7aee70f6ed20466fb2c8d0c4dad1736a
Source dataset
uspto-grants-1981_04
Patent number
US04261907

Reaction notes

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