Hexanoic Acid → 4,4-Dimethyl-2-pentyl-4,5-dihydro-1,3-oxazole

Reaction equation

[C:1]([OH:8])(=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[NH2:9][C:10]([CH3:14])([CH3:13])[CH2:11]O>>[CH3:11][C:10]1([CH3:14])[CH2:13][O:8][C:1]([CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])=[N:9]1

Participants

Reactant 2

HCID 8892Hexanoic Acid

HCID 118072-Amino-2-methyl-1-propanol

Product 1

HCID 123255584,4-Dimethyl-2-pentyl-4,5-dihydro-1,3-oxazoleYield 81.2%

Conditions

Temperature: 185 °C

Procedure

Following the procedure under Example 8, 6.085 g (52.4 mmoles) of hexanoic acid and 10 ml (9.34 g, 104.8 mmoles) of 2-amino-2-methylpropanol were heated to 185° C. Work up and fractional distillation gave 7.2 g (81%) of product, b.p. 90°-92° C./25 mm Hg.

Workup

distillationfractional distillation

Sources & evidence

ORD record: ord-bfafaca3f8e8494388ee4d9730928441
Source dataset: uspto-grants-1991_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05030629

Reaction notes

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