Lauric Acid → Tert-butyl 3-dodecanoyloxytetradecanoate

HRID 1903522Notes

Reaction equation

[OH:1][CH:2]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH2:3][C:4]([O:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[O:5].[C:22](O)(=[O:34])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33]>>[C:22]([O:1][CH:2]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH2:3][C:4]([O:6][C:7]([CH3:8])([CH3:9])[CH3:10])=[O:5])(=[O:34])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33]

Participants

Reactant 2

HCID 3893Lauric Acid

HCID 14247856Tert-butyl 3-hydroxytetradecanoate

Product 1

HCID 21769587Tert-butyl 3-dodecanoyloxytetradecanoateYield 89.2%

Procedure

tert-Butyl 3-hydroxytetradecanoate (314 mg) was acylated by the acid chloride derived from dodecanoic acid (1 g) according to similar manner to that of Preparation 1-(2) to afford tert-butyl 3-dodecanoyloxytetradecanoate (450 mg).

Workup

customof Preparation 1-(2)

Sources & evidence

ORD record: ord-64a3cf1ab6d0438bbf506848d494e090
Source dataset: uspto-grants-1984_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04436726

Reaction notes

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