Bisphenol A → HCID 70392409, compound

HRID 1032457Notes

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

Reactant 2

HCID 6623Bisphenol A

HCID 7918Acetic Anhydride

Product 1

HCID 70392409HCID 70392409, compound

Conditions

Temperature: 135 °C

Procedure

Into a reactor was charged 880g of bisphenol-A and 1000g of acetic anhydride. The reaction was heated to about 135° C. and held at this temperature for about 4 hours. The reaction was vacuum distilled for partial removal of acetic anhydride. 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

distillationdistilled for partial removal of acetic anhydride

Sources & evidence

ORD record: ord-bf08d672b8414e65a21507f6545af942
Source dataset: uspto-grants-1990_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04958000

Reaction notes

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