Water → HCID 23039623, compound

HRID 2166442Notes

Reaction equation

HRID 2166442 reaction equation
[CH2:1]([O:17][C:18]([O:20][CH2:21][C:22](=[CH2:51])[CH2:23][O:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][O:31]C(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[O:19])[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][CH3:16].O.C1(C)C=CC(S(O)(=O)=O)=CC=1.O.C(=O)([O-])O.[Na+]>C(Cl)Cl>[CH2:1]([O:17][C:18]([O:20][CH2:21][C:22](=[CH2:51])[CH2:23][O:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][OH:31])=[O:19])[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][CH3:16]

Participants

6

Reactant 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 521998p-Toluenesulfonic acid monohydrateHCID 23039606HCID 23039606, compound

Product 1

HCID 23039623HCID 23039623, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-Hexadecyloxycarbonyloxy-1-[6-(triphenylmethoxy)hexyloxy]-2-methylenepropane (from Preparation 50) (1.95 g), 4-toluenesulfonic acid monohydrate (60 mg) and water (0.15 ml) were stirred in methylene chloride (30 ml) for 24 hours at 22° C. The reaction mixture was neutralized with saturated aqueous sodium hydrogencarbonate, dried over magnesium sulfate, filtered and evaporated in vacuo to dryness. Purification was achieved by chromatography on Waters PrepLC®/System 500A using a prepPAK®-500 cartridge with ether/chloroform/pentane 1:1:10 followed by ether/chloroform 1:1 as eluents.

Workup

  1. dry with materialdried over magnesium sulfate
  2. filtrationfiltered
  3. customevaporated in vacuo to dryness
  4. customPurification

Sources & evidence

ORD record
ord-4ef5272b955e422587693d43a6df9630
Source dataset
uspto-grants-1990_07
Patent number
US04945098

Reaction notes

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