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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2223121Generated: October 31, 2026

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

https://huagongshe.com/reaction/2223121

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) of sodium cyanoborohydride is added to a solution of 3.10 g (14.05 mmol) of 4-(2-aminophenyl)heptan-4-ol and 3.60 g (17.88 mmol) of tert-butyl (1,1-dimethyl-3-oxopropyl)carbamate in MeOH (40 mL) and AcOH (6 mL). The mixture is stirred for 16 hours at RT, diluted with EtOAc, and washed with 0.5 M aqueous KHSO4 and saturated aqueous NaCl, dried with sodium sulfate, and evaporated down in vacuo. The crude product is used in the next reaction step without any further purification. Yield: 6.00 g (quantitative yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07375104B2
Source datasetuspto-grants-2008_05
ORD IDord-04cc95a95923471ea3f38993d19e9608
Source noteuspto-grants-2008_05