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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 622377Generated: October 30, 2026

Water → (S)-2,8-diisopropyl-2H-1,4-benzoxazin-3(4H)-one

https://huagongshe.com/reaction/622377

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant(R)-2-(2-bromo-3-methylbutyryl)amino-6-isopropylphenolHCID 6932486—
SolventDimethylformamideHCID 6228—
Product(S)-2,8-diisopropyl-2H-1,4-benzoxazin-3(4H)-oneHCID 721028280.3%

Reaction Steps

A solution of (R)-2-(2-bromo-3-methylbutyryl)amino-6-isopropylphenol (18.5 g) in dimethylformamide (120 ml) was treated with powdered potassium carbonate (9.75 g) at room temperature for 3 hours. Dilution with water gave crystals, which were recrystallized from 2-propanol to yield (S)-2,8-diisopropyl-2H-1,4-benzoxazin-3(4H)-one as colorless prisms (11.0 g, 80.3%), mp 151°-152° C., [α]D23 -5.6° (c=1.0, MeOH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04771050
Source datasetuspto-grants-1988_09
ORD IDord-f6e5f76c6c214c99bd6bd590bbd78c10
Source noteuspto-grants-1988_09