Sodium Carbonate → HCID 14818208, compound

HRID 1607967Notes

Reaction equation

HRID 1607967 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:13](O)[CH3:14])[CH:5]=[C:6]([CH3:12])[C:7]=1[O:8][C:9](=[O:11])[CH3:10].S([O-])(O)(=O)=O.[K+].C(C1C=C(O)C=CC=1O)(C)(C)C.C(=O)([O-])[O-].[Na+].[Na+]>CCOCC>[Br:1][C:2]1[CH:3]=[C:4]([CH:5]=[C:6]([CH3:12])[C:7]=1[O:8][C:9](=[O:11])[CH3:10])[CH:13]=[CH2:14]

Participants

6

Reactant 4

HCID 10340Sodium CarbonateHCID 16043Tert-ButylhydroquinoneHCID 516920Potassium bisulfateHCID 14746280HCID 14746280, compound

Product 1

HCID 14818208HCID 14818208, compoundYield 26%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A mixture of 28 g 1-(3'-bromo-4'-acetoxy-5'-methylphenyl)ethanol and 0.5 g freshly prepared potassium hydrogen sulfate is heated under a 20 Torr vacuum to 190°-200° C. The distillate is transferred to an ice-filled reaction vessel which contains 2 g t-butylhydroquinone. After 2h, the distillate is taken up in ether, the ether phases are treated with a5% sodium carbonate solution and dried, then the solvent is distilled off under vacuum. At 0.05 Torr, 6.8 g of an impure product is obtained at a temperature of 86°to 89° C., from which 18 g of pure monomercan be obtained.

Workup

  1. temperatureis heated under a 20 Torr vacuum to 190°-200° C
  2. additionfilled
  3. customreaction vessel which
  4. customdried
  5. distillationthe solvent is distilled off under vacuum

Sources & evidence

ORD record
ord-8bb702fe3de24e03914f62be4bdc7f95
Source dataset
uspto-grants-1989_09
Patent number
US04868256

Reaction notes

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