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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1356560Generated: November 1, 2026

Sodium Cyanide → 2-Amino-3-phenyl-5,7-di-tert-butyl-benzofurane

https://huagongshe.com/reaction/1356560

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CyanideHCID 8929—
Reactanttert-Butyl methyl etherHCID 15413—
Reactant2,4-Di-tert-butyl-6-(dimethylaminophenyl-methyl)-phenolHCID 11151961—
SolventWaterHCID 962—
SolventSulfolaneHCID 31347—
Product2-Amino-3-phenyl-5,7-di-tert-butyl-benzofuraneHCID 1139308899.5%

Reaction Conditions

Temperature120 °C

Reaction Steps

A solution of 0.98 g (20,0 mmol) of sodium cyanide in 2.0 ml of water is added to a solution of 3.39 g (10,0 mmol) of 2,4-di-tert-butyl-6-(dimethylaminophenyl-methyl)-phenol [compound (201), Table 2, prepared according to Example 2a in WO-A-99/67232] in 10 ml of sulfolane. The reaction mixture is then maintained at 120° C. for one hour. After cooling to room temperature, the reaction mixture is poured into 80 ml tert-butyl-methylether and washed three times with water. The organic phases are combined, dried over sodium sulfate and concentrated using a vacuum rotary evaporator. The residue yields 3.20 g (99%) of 2-amino-3-phenyl-5,7-di-tert-butyl-benzofurane (compound (301), Table 3), m.p. 174-178° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06586606B2
Source datasetuspto-grants-2003_07
ORD IDord-9e414ad9970442b5ae00e870855ba388
Source noteuspto-grants-2003_07