Bisphenol A → HCID 70392409, compound

HRID 2059044Notes

Reaction equation

HRID 2059044 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=2)([CH3:10])[CH3:9])=[CH:4][CH:3]=1.[C:18]([O:21]C(=O)C)(=[O:20])[CH3:19]>>[C:18]([OH:21])(=[O:20])[CH3:19].[C:18]([OH:21])(=[O:20])[CH3:19].[OH:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([C:11]2[CH:12]=[CH:13][C:14]([OH:17])=[CH:15][CH:16]=2)([CH3:10])[CH3:9])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 6623Bisphenol AHCID 7918Acetic Anhydride

Product 1

HCID 70392409HCID 70392409, compound

Conditions

Temperature
135 °C

Procedure

Into a glass lined reactor was charged 880 grams of bisphenol-A and 1000 grams of acetic anhydride. The reaction was heated to about 135° C. and held at this temperature for about 4 hours. Vacuum was then slowly applied to distill acetic acid and excess acetic anhydride. At maximum vacuum, the material temperature was allowed to rise to 150° C. and held until no further distillation was evident (approximately 30 minutes). Analysis of the crude product showed that conversion to bisphenol-A diacetate was 99.9% complete. The material also contained some residual acetic anhydride (less than 600 ppm based on weight of bisphenol-A diacetate as measured by titration with morpholine as described in Siggia and Hana, "Quantitative Organic Analysis via Functional Groups", Fourth Edition, Wiley-Interscience, 1979, pages 231 to 235).

Workup

  1. distillationto distill acetic acid and excess acetic anhydride
  2. customto rise to 150° C.
  3. distillationheld until no further distillation
  4. custom(approximately 30 minutes)

Sources & evidence

ORD record
ord-b99eaa780b654851b7449bed0ecc463f
Source dataset
uspto-grants-1982_03
Patent number
US04321355

Reaction notes

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