Acetone → HCID 57287831, compound

HRID 1885451Notes

Reaction equation

HRID 1885451 reaction equation
[CH2:1]([O:17][CH2:18][CH:19]([CH:22]([O:34][CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)OS(C1C(C)=CC=CC=1)(=O)=O)[CH2:20]C)[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]CC.[I-:42].[Na+].C[C:45]([CH3:47])=O>O>[CH3:45][CH2:47][CH:1]([O:17][CH2:18][CH:19]([CH2:20][I:42])[CH2:22][O:34][CH2:35][C:36]1[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Participants

5

Reactant 3

HCID 180AcetoneHCID 5238Sodium IodideHCID 86746121HCID 86746121, compound

Product 1

HCID 57287831HCID 57287831, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 5.3g of 3-[(hexadecyloxy)methyl]-4-(phenylmethoxy)-4-toluenesulfonyloxybutane, 4.2 g of sodium iodide and 50 ml of acetone is stirred at reflux for 2 days, then poured into water and extracted with dichloromethane. The extract is washed with saturated aqueous sodium bisulfite, dried and evaporated. The residue is purified by chromatography, to give 3.5 g of the desired compound as a light yellow oil.

Workup

  1. temperatureat reflux for 2 days
  2. extractionextracted with dichloromethane
  3. washThe extract is washed with saturated aqueous sodium bisulfite
  4. customdried
  5. customevaporated
  6. customThe residue is purified by chromatography

Sources & evidence

ORD record
ord-c4cd7672e22f4f4084d0f43be29e61f3
Source dataset
uspto-grants-1992_09
Patent number
US05144045

Reaction notes

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