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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 220099Generated: October 27, 2026

Acetic Anhydride → (+/-)-Acetic acid (1SR,3RS,4RS)-3-{[1-(3,4-biscyclopropylmethoxyphenyl)methanoyl]amino}-4-(3,4-dimethoxyphenyl)cyclohexyl ester

https://huagongshe.com/reaction/220099

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
Reactant(+/-)-3,4-bis-cyclopropylmethoxy-N-[(1RS,2RS,5RS)-2-(3,4-dimethoxyphenyl)-5-hydroxycyclohexyl]benzamideHCID 68986614—
Product(+/-)-Acetic acid (1SR,3RS,4RS)-3-{[1-(3,4-biscyclopropylmethoxyphenyl)methanoyl]amino}-4-(3,4-dimethoxyphenyl)cyclohexyl esterHCID 86601278—

Reaction Conditions

Temperature100 °C

Reaction Steps

3.2 g of (±)-3,4-bis-cyclopropylmethoxy-N-[(1RS,2RS,5RS)-2-(3,4-dimethoxyphenyl)-5-hydroxycyclohexyl]benzamide (compound D1) are dissolved in 70 ml of acetic anhydride and the solution is heated to 100° C. for 5 h. The solution is concentrated and the residue is recrystallized in ethanol. 3.15 g of the title compound of m.p. 148-151° C. are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08202880B2
Source datasetuspto-grants-2012_06
ORD IDord-e2663948d83942a6a60097920feb5397
Source noteuspto-grants-2012_06