Acetic Anhydride → HCID 11263592, compound

HRID 847140Notes

Reaction equation

[CH2:1]=[C:2]1[CH2:6][C@@H:5]([C:7]([OH:9])=O)[C@H:4]([C:10]([OH:12])=[O:11])[CH2:3]1.C(OC(=O)C)(=O)C>>[CH2:1]=[C:2]1[CH2:3][C@@H:4]2[C:10](=[O:11])[O:12][C:7](=[O:9])[C@@H:5]2[CH2:6]1

Participants

Reactant 2

HCID 7918Acetic Anhydride

HCID 13218156HCID 13218156, compound

Product 1

HCID 11263592HCID 11263592, compoundYield 28.4%

Conditions

Temperature: 100 °C

Procedure

A suspension of the diacid 2 (689 mg, 4.05 mmol) from Example 1 in freshly distilled acetic anhydride (7 ml) was heated for 4 hours at 100° C. The majority of acetic anhydride was removed by distillation and the remainder was removed under a stream of nitrogen leaving a residue which was distilled (170°-175° C. at 1 mm Hg) giving the desired anhydride 3 (175 mg, 28%) as an oil which crystallized on standing: mp 50°-51° C.; Anal. calcd for C8H8O3 : C, 63.15; H, 5.30. Found: C, 62.91; H, 5.43.

Workup

customThe majority of acetic anhydride was removed by distillation
customthe remainder was removed under a stream of nitrogen leaving a residue which
distillationwas distilled (170°-175° C. at 1 mm Hg)

Sources & evidence

ORD record: ord-b955a44bc1ca4980b9d425125492403e
Source dataset: uspto-grants-1992_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05140023

Reaction notes

Loading…