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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 656800Generated: October 30, 2026

Hydrochloric Acid → 3,3-Dimethyl-1-(2-nitrophenyl)butan-2-ol

https://huagongshe.com/reaction/656800

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-NitrotolueneHCID 6944—
ReactantPivalaldehydeHCID 12417—
ReactantPotassium HydroxideHCID 14797—
SolventDimethylformamideHCID 6228—
Product3,3-Dimethyl-1-(2-nitrophenyl)butan-2-olHCID 5925381654%

Reaction Steps

To 153.9 g (1.12 mol) of 2-nitrotoluene in 900 ml of DMF are added, within one hour, 4.5 g (80.2 mmol) of KOH and simultaneously 193.3 g (2.24 mol) of pivalaldehyde. Subsequently, first a further 0.5 equivalent of pivalaldehyde is added and the mixture is stirred at RT for one hour, then another 0.5 equivalent of pivalaldehyde is added and the mixture is stirred at room temperature for a further 2 hours. The mixture is acidified with 40 ml of 10 percent aqueous hydrochloric acid until the color changes (pH 4.5) and a majority of the DMF is distilled off under reduced pressure. After the residue has been distilled at 130° C./0.9 mbar, 136.8 g (yield 54% of theory, purity (GC-MS 98%) of 3,3-dimethyl-1-(2-nitrophenyl)butan-2-ol are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071824B2
Source datasetuspto-grants-2011_12
ORD IDord-36dfb98d33dc4519963ab3e80d23c9fb
Source noteuspto-grants-2011_12