Hydrochloric Acid → n-Nonadecyl-n-tetradecyl-n-decylcarbinol

HRID 2590

Reaction equation

[CH2:1]([Mg]Br)[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][CH2:16][CH2:17][CH2:18][CH3:19].C(OC(=O)[O:26][CH2:27][CH3:28])C.C([Mg]Br)[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH3:43].[CH2:46]([Mg]Br)[CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH3:55].Cl>C(OCC)C>[CH2:1]([C:27]([CH2:28][CH2:43][CH2:42][CH2:41][CH2:40][CH2:39][CH2:38][CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][CH3:31])([CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH3:55])[OH:26])[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][CH2:16][CH2:17][CH2:18][CH3:19]

Participants

Conditions

Temperature: 30 °C

Procedure

n-Nonadecylmagnesium bromide (0.33 moles) in ethyl ether is slowly added to 0.33 mole of diethylcarbonate in 100 ml diethyl ether and stirred for one hour at 30° C. (nitrogen atmosphere). n-Tetradecylmagnesium bromide (0.33 mole) is slowly added to the solution and stirred for one hour at 30° C. n-Decylmagnesium bromide (0.33 mole) is slowly added to the solution and stirred for one hour at 30° C. The mixture is then slowly poured into 600 ml of a cold 10% HCl solution. The organic layer is dried with magnasium sulfate and the ethyl ether evaporated off to give n-nonadecyl-n-tetradecyl-n-decylcarbinol.

Workup

additionis slowly added to the solution
stirringstirred for one hour at 30° C
dry with materialThe organic layer is dried with magnasium sulfate
customthe ethyl ether evaporated off

Sources & evidence

ORD record: ord-3a5409deb6a74c57b3451bf511fe1b1f
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05728907

Linked notes

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