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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 20803Generated: October 26, 2026

Sodium borohydride → (+/-)[2-Methyl-1-phenyl-2-(1-pyrrolidinyl)butyl]amine

https://huagongshe.com/reaction/20803

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant[2-Methyl-1-phenyl-2-(1-pyrrolidinyl)propyl]amineHCID 25158607—
Reactant2-Methyl-2-(1-pyrrolidinyl)butanenitrileHCID 43802838—
ReactantHCID 178506676HCID 178506676—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
SolventButyl etherHCID 8909—
Product(+/-)[2-Methyl-1-phenyl-2-(1-pyrrolidinyl)butyl]amineHCID 5934780994%

Reaction Steps

The title compound (13.4 g, 94%) was prepared from 2-methyl-2-(1-pyrrolidinyl)butanenitrile D21 (9.6 g, 0.063 mol) and phenyllithium in dibutylether (63 ml of a 2M solution; 0.126 mol) in THF (200 ml), followed by reaction with sodium borohydride (3.5 g, 0.092 mol) in methanol (200 ml) in a similar manner to that described in D5, except that after addition of the sodium borohydride stirring was continued with ice cooling for 0.5 hours then at room temperature for 66 hours. Mass spectrum (Electrospray LC/MS), ES+: Found 233 (MH+). C15H24N2 requires 232. Ret. times 0.78 and 1.06 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745642B2
Source datasetuspto-grants-2010_06
ORD IDord-e0566abf77a540a89a8c485236349865
Source noteuspto-grants-2010_06