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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1372910Generated: October 31, 2026

Sodium cyanoborohydride → Tert-butyl {3-[2-(1-hydroxy-1-propylbutyl)phenylamino]-1,1-dimethylpropyl}carbamate

https://huagongshe.com/reaction/1372910

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium cyanoborohydrideHCID 5003444—
Reactanttert-butyl N-(2-methyl-4-oxobutan-2-yl)carbamateHCID 11788901—
Reactant4-(2-Aminophenyl)heptan-4-olHCID 21072838—
SolventAcetic AcidHCID 176—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
ProductTert-butyl {3-[2-(1-hydroxy-1-propylbutyl)phenylamino]-1,1-dimethylpropyl}carbamateHCID 86600980—

Reaction Steps

1.40 g (22.27 mmol) sodium cyanoborohydride are added to a solution of 3.10 g (14.05 mmol) 4-(2-amino-phenyl)-heptan-4-ol and 3.60 g (17.88 mmol) tert-butyl (1,1-dimethyl-3-oxo-propyl)-carbamate in MeOH (40 mL) and AcOH (6 mL). The mixture is stirred for 16 h at RT, diluted with EtOAc and washed with 0.5 M aqueous KHSO4 and saturated. aqueous NaCl , dried with sodium sulphate and evaporated down i. vac. The crude product is used in the next reaction step without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07160882B2
Source datasetuspto-grants-2007_01
ORD IDord-c9288764caab4f4da0751d4ae27b02d2
Source noteuspto-grants-2007_01