N,N-Dibutylaniline → 5-Butoxy-4-methyl-1,3-oxazole

HRID 2184282Notes

Reaction equation

HRID 2184282 reaction equation
[N+:1]([CH:3]([CH3:11])[C:4]([O:6][CH2:7][CH2:8][CH2:9][CH3:10])=[O:5])#[C-:2].C(N(CCCC)C1C=CC=CC=1)CCC>>[CH3:11][C:3]1[N:1]=[CH:2][O:5][C:4]=1[O:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

3

Reactant 2

HCID 61154N,N-DibutylanilineHCID 11171108n-Butyl alpha-isocyanopropionate

Product 1

HCID 98774405-Butoxy-4-methyl-1,3-oxazoleYield 98.7%

Procedure

Example 5 was repeated, except that a mixture of 11.8% by weight of n-butyl α-isocyanopropionate and 88.2% by weight of N,N-dibutylaniline were added continuously via the inlet (A). 4-Methyl-5-n-butoxyoxazole was obtained in a yield of 98.7% via the top take off B and the amine via the side stream take off D.

Sources & evidence

ORD record
ord-66e2f5fe9674454f96e10727cc4c173d
Source dataset
uspto-grants-2005_05
Patent number
US06900332B2

Reaction notes

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