Palmitic Acid → Tert-butyl 3-hexadecanoyloxyoctanoate

HRID 1903524Notes

Reaction equation

[C:1]([OH:18])(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].O[CH:20]([CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[CH2:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23]>>[C:1]([O:18][CH:20]([CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[CH2:21][C:22]([O:24][C:25]([CH3:26])([CH3:27])[CH3:28])=[O:23])(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

Reactant 2

HCID 985Palmitic Acid

HCID 20467271Tert-butyl 3-hydroxyoctanoate

Product 1

HCID 20467283Tert-butyl 3-hexadecanoyloxyoctanoateYield 91%

Procedure

Hexadecanoic acid (1.92 g) and tert-butyl 3-hydroxyoctanoate (324 mg) was reacted to afford an oil of tert-butyl 3-hexadecanoyloxyoctanoate (620 mg) in the similar method to that of Preparation 1-(2).

Sources & evidence

ORD record: ord-e7fc7ab09aad4c0fad655c601601dd88
Source dataset: uspto-grants-1984_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04436726

Reaction notes

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