Acetic Anhydride → Hypromellose Acetate Succinate

HRID 1430352Notes

Reaction equation

[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH2:3][CH2:2]1.[C:8]([O:11][C:12](=[O:14])[CH3:13])(=[O:10])C>>[CH3:3][CH:2]([OH:10])[CH2:1][OH:7].[CH3:3][C:4]([OH:6])=[O:5].[CH3:8][OH:10].[CH2:13]([C:12]([OH:11])=[O:14])[CH2:3][C:4]([OH:6])=[O:5]

Participants

Reactant 2

HCID 7918Acetic Anhydride

HCID 7922Succinic anhydride

Product 1

HCID 121950Hypromellose Acetate Succinate

Procedure

In the second procedure for forming HPMCAS or HPMCA from HPMC, the HPMC is dispersed or dissolved in an organic solvent, such as acetone or dimethylformamide, along with a basic catalyst, such as pyridine or α-picoline. The concentration of HPMC in the reaction mixture ranges from about 1 wt % to about 70 wt %, preferably about 5 wt % to about 50 wt %. To form HPMCA, acetic anhydride is then added as described above, and the reaction mixture heated to about 40° C. to about 120° C. for about 2 to about 120 hours to form the HPMCA. To form HPMCAS, the succinic anhydride and acetic anhydride are then added as described above, and the reaction mixture heated to about 40° C. to about 120° C. for about 2 to about 120 hours to form the HPMCAS.

Workup

temperatureheated to about 40° C. to about 120° C. for about 2 to about 120 hours

Sources & evidence

ORD record: ord-226abf543c01445c87823ea620fc8b10
Source dataset: uspto-grants-2015_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08940800B2

Reaction notes

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