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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 437793Generated: October 27, 2026

1-Butanol → 4-(5,5-Dimethyl-2-phenyl-1,3-dioxan-2-yl)-2-nitrobenzenamine

https://huagongshe.com/reaction/437793

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-ButanolHCID 263—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantNeopentyl glycolHCID 31344—
Reactant4-Amino-3-nitrobenzophenoneHCID 596970—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product4-(5,5-Dimethyl-2-phenyl-1,3-dioxan-2-yl)-2-nitrobenzenamineHCID 2142709655%

Reaction Steps

A mixture of 31.5 parts of (4-amino-3-nitrophenyl)phenylmethanone, 21 parts of 2,2-dimethyl-1,3-propanediol, 2 parts of 4-methylbenzenesulfonic acid, 40 parts of butanol and 450 parts of methylbenzene is stirred and refluxed for 16 hours with water-separator. The reaction mixture is cooled and washed with ammonium hydroxide. The organic phase is dried, filtered and evaporated. The residue is crystallized from 2,2'-oxybispropane, yielding 27.5 parts (55%) of 4-(5,5-dimethyl-2-phenyl-1,3-dioxan-2-yl)-2-nitrobenzenamine; mp. 139.8° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04032536
Source datasetuspto-grants-1977_06
ORD IDord-c54708484dbc44dbad4de6294514ee63
Source noteuspto-grants-1977_06