2-Heptanol → (1-Methyl)hexyl 2-pyridyloxyacetate

HRID 1939877

Reaction equation

[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[O:7][CH2:8][C:9](OCC)=[O:10].[CH3:14][CH:15]([OH:21])[CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]>CC(C)[O-].CC(C)[O-].CC(C)[O-].CC(C)[O-].[Ti+4]>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[O:7][CH2:8][C:9]([O:21][CH:15]([CH3:14])[CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[O:10]

Participants

Conditions

Temperature: 120 °C

Procedure

5.0 g (28 mmol) of ethyl 2-pyridyloxyacetate were suspended in 100 ml of 2-heptanol, 1 ml of titanium tetraisopropoxide were added, and the mixture was stirred for 4 hours at 120° C. The excess 2-heptanol was subsequently distilled off under an oil pump vacuum, and the residue was purified by column chromatography. 6.2 g (90% of theory) of (1-methyl)hexyl 2-pyridyloxyacetate were obtained as a colorless oil.

Workup

distillationThe excess 2-heptanol was subsequently distilled off under an oil pump vacuum
customthe residue was purified by column chromatography

Sources & evidence

ORD record: ord-240782b943054781b8e440bec68b2785
Source dataset: uspto-grants-1997_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05698539

Linked notes

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