Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1042060Generated: October 26, 2026

1-(2,3-Dihydro-1,1,2,3,3-pentamethyl-1H-inden-5-yl)ethan-1-one → 4-(1,1,2,3,3-Pentamethyl-indan-5-yl)-pyrimidine

https://huagongshe.com/reaction/1042060

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(2,3-Dihydro-1,1,2,3,3-pentamethyl-1H-inden-5-yl)ethan-1-oneHCID 107333—
ReactantFormamidine acetateHCID 160693—
Solvent1-ButanolHCID 263—
Product4-(1,1,2,3,3-Pentamethyl-indan-5-yl)-pyrimidineHCID 6816138337.5%

Reaction Conditions

Temperature120 °C

Reaction Steps

A 5 L reaction vessel was charged with 1,1,2,3,3-pentamethyl-5-indanyl methyl ketone (460 g, 2.0 mol) (commercially available at IFF), formamidine acetate (675 g, 6.4 mol), and butanol (1.0 L). The reaction mixture was heated to 120° C. for 10 hours and then cooled to 25° C. The reaction mixture was washed twice with brine (1 L) and purified by vacuum distillation to afford 4-(2,3-dihydro-1,1,2,3,3-pentamethyl-1H-inden-5-yl)-pyrimidine (200 g) having a boiling point of 153° C. at a pressure of 2.0 mmHg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08557827B2
Source datasetuspto-grants-2013_10
ORD IDord-1157e877928647cd92eeac383cb20a76
Source noteuspto-grants-2013_10