Acetic Anhydride → HCID 54057262, compound

HRID 542527Notes

Reaction equation

[C:1]([O:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].[CH:15](OCC)(OCC)[O:16][CH2:17][CH3:18].C(OC(=O)C)(=O)C>>[CH2:17]([O:16][CH:15]=[CH:5][C:3](=[O:4])[CH2:2][C:1]([O:7][CH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)=[O:6])[CH3:18]

Participants

Reactant 3

HCID 7918Acetic Anhydride

HCID 31214Ethyl orthoformate

HCID 142266Benzyl acetoacetate

Product 1

HCID 54057262HCID 54057262, compound

Procedure

From benzyl acetoacetate (38.4 g, 0.20 mol), triethyl orthoformate (29.6 g, 0.20 mol) and acetic anhydride (41 g, 0.40 mol): 10.7 g, 21.5%; bp=170°-183° C. at 0.5 mm Hg; NMR (CDCl3) δ 1.0-1.4 (t, 3H), 2.2-2.3 (d, 3H), 4.0-4.4 (q, 2H), 5.2 (d, 2H), 7.4 (s, 5H), 7.8-8.0 (d, 1H).

Sources & evidence

ORD record: ord-81a6e622db9b497da2009db7017d01c3
Source dataset: uspto-grants-1987_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04657919

Reaction notes

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