Hydrochloric Acid → Di-n-decyl-n-tetradecylcarbinol

HRID 2588

Reaction equation

[CH2:1]([Mg]Br)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].C(OC(=O)[O:17][CH2:18][CH3:19])C.[CH2:21]([Mg]Br)[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34].Cl>C(OCC)C>[CH2:1]([C:18]([CH2:19][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[OH:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

Conditions

Temperature: 30 °C

Procedure

Decylmagnesium bromide (0.66 mole) in ethyl ether is slowly added to 0.33 moles of diethylcarbonate in 100 ml ethyl ether and stirred for one hour at 30° C. (nitrogen atmosphere). Tetradecylmagnesium bromide (0.33 moles) 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 magnesium sulfate and the ethyl ether evaporated off to give di-n-decyl-n-tetradecylcarbinol.

Workup

stirringstirred for one hour at 30° C
dry with materialThe organic layer is dried with magnesium sulfate
customthe ethyl ether evaporated off

Sources & evidence

ORD record: ord-108d826840d345cdb28e811cd9a5ff6a
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05728907

Linked notes

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