Isobutylene oxide → 3-Butyl-5,5-dimethyl-2-propyl-1,3-oxazolidine

HRID 650255Notes

Reaction equation

HRID 650255 reaction equation
[CH:1](=[N:5][CH2:6][CH2:7][CH2:8][CH3:9])[CH2:2][CH2:3][CH3:4].[O:10]1[C:12]([CH3:14])([CH3:13])[CH2:11]1>O1CCCC1>[CH2:1]([N:5]1[CH2:11][C:12]([CH3:14])([CH3:13])[O:10][CH:6]1[CH2:7][CH2:8][CH3:9])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 11208Isobutylene oxideHCID 94840N-Butylidenebutylamine

Product 1

HCID 101981043-Butyl-5,5-dimethyl-2-propyl-1,3-oxazolidineYield 53%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 1 mmol of N-butylidenebutylamine, 2 mmol of 1,2-epoxy-2-methylpropane, 0.05 mmol of Cp*2Sm(THF)2, and 1 ml of tetrahydrofuran was stirred at room temperature for 5 hours. Products in a reaction mixture were isolated through column chromatography to yield 3-butyl-5,5-dimethyl-2-propyl-1,3-oxazolidine in yield of 53%.

Workup

  1. customProducts in a reaction mixture were isolated through column chromatography

Sources & evidence

ORD record
ord-bc4876b4c7e448fa93ee94167222db60
Source dataset
uspto-grants-2001_08
Patent number
US06271387B1

Reaction notes

Loading…