Pyridine → 1-(2-Ethyl-4-tetradecylphenoxy)-3-(triphenylmethoxy)-2-propanol

HRID 893588Notes

Reaction equation

HRID 893588 reaction equation
[CH2:1]([C:3]1[CH:14]=[C:13]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH:12]=[CH:11][C:4]=1[O:5][CH2:6][CH:7]([OH:10])[CH2:8][OH:9])[CH3:2].[C:29](Cl)([C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)([C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.N1C=CC=CC=1>C(Cl)(Cl)Cl>[CH2:1]([C:3]1[CH:14]=[C:13]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH:12]=[CH:11][C:4]=1[O:5][CH2:6][CH:7]([OH:10])[CH2:8][O:9][C:29]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)([C:42]1[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=1)[C:36]1[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1)[CH3:2]

Participants

5

Reactant 3

HCID 1049PyridineHCID 6456Trityl chlorideHCID 142561973-(2-Ethyl-4-tetradecylphenoxy)-1,2-propanediol

Product 1

HCID 150302641-(2-Ethyl-4-tetradecylphenoxy)-3-(triphenylmethoxy)-2-propanolYield 95.3%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 11.68 g of 3-(2-ethyl-4-tetradecylphenoxy)-1,2-propanediol, 14.95 g of trityl chloride and ml pyridine was stirred for 72 hours, then diluted with chloroform, washed with two 100 ml portions of aqueous sodium bicarbonate, then water and dried. The solvents were evaporated under reduced pressure and the residue evaporated with toluene. This residue was then diluted with hexane and the solid which formed collected giving 18 g of the desired compound.

Workup

  1. washwashed with two 100 ml portions of aqueous sodium bicarbonate
  2. dry with materialwater and dried
  3. customThe solvents were evaporated under reduced pressure
  4. customthe residue evaporated with toluene
  5. additionThis residue was then diluted with hexane
  6. customthe solid which formed
  7. customcollected

Sources & evidence

ORD record
ord-25904ec199a24eed8fdc8d64d0f035cd
Source dataset
uspto-grants-1992_06
Patent number
US05126291

Reaction notes

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