1-Dodecanol, 2-hexyl- → Pentadecalactone

HRID 1167056Notes

Reaction equation

HRID 1167056 reaction equation
OCCCCCCCC[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])=[O:17].C(C(CCCCCC)CO)CCCCCCCCC.[O-2].[Mg+2]>>[CH2:26]1[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16](=[O:17])[O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]1

Participants

4

Reactant 3

HCID 861121-Dodecanol, 2-hexyl-HCID 6850729Magnesium monoxideHCID 12040549HCID 12040549, compound

Product 1

HCID 235414PentadecalactoneYield 3%

Procedure

A 26.7 g (72.0 mmol) portion of octyl 15-hydroxypentadecanoate, 20.1 g (154 mmol) of 2-decyl-1-octanol and 1.5 g of magnesium oxide were put into the same apparatus of Inventive Example 1 and the reaction was carried out under conditions of 230 to 250° C. and 1.3 kPa to 130 Pa while distilling out the distillate to obtain 26.9 g of a colorless and transparent liquid distillate 5 hours thereafter. This contained 0.5 g of cyclopentadecanolide (yield 3%).

Workup

  1. customwas carried out under conditions of 230 to 250° C. and 1.3 kPa to 130 Pa
  2. distillationwhile distilling out the distillate
  3. customto obtain 26.9 g of a colorless and transparent liquid distillate 5 hours

Sources & evidence

ORD record
ord-b4fea2dff5fd4bbc8df21e9a3ce50e4e
Source dataset
uspto-grants-2003_09
Patent number
US06617304B1

Reaction notes

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