Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2369769Generated: October 29, 2026

(+-)-Cashmeran → 5H-Cyclopenta[h]quinazoline, 6,7,8,9-tetrahydro-7,7,8,9,9-pentamethyl-

https://huagongshe.com/reaction/2369769

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(+-)-CashmeranHCID 92292—
ReactantFormamidine acetateHCID 160693—
Solvent1-ButanolHCID 263—
Product5H-Cyclopenta[h]quinazoline, 6,7,8,9-tetrahydro-7,7,8,9,9-pentamethyl-HCID 68162365—

Reaction Conditions

Temperature118 °C

Reaction Steps

A 5 L reaction vessel was charged with Cashmeran™ (412 g, 2.0 mol, commercially available at IFF), formamidine acetate (1030 g, 10.0 mol), and butanol (1.2 L). The reaction mixture was heated to 118° C. for 4 hours and then cooled to 25° C. The reaction mixture was washed twice with brine (1 L) and purified by vacuum distillation to afford 6,7,8,9-tetrahydro-7,7,8,9,9-pentamethyl-5H-cyclopenta[H]quinazoline (260 g) having a boiling point of 140° C. at a pressure of 1.6 mmHg Further recrystallization from ethanol afforded a solid with a melting point of 80.0° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08709993B2
Source datasetuspto-grants-2014_04
ORD IDord-90cbc68414264505976542f7f11c984b
Source noteuspto-grants-2014_04