Sodium Hydroxide → 2-(2-Benzoyloxypropan-1-yl)-3-hexadecylthiopropanol

HRID 847007Notes

Reaction equation

HRID 847007 reaction equation
[OH-].[Na+].C([O:11][CH2:12][CH:13]([CH2:32][CH:33]([O:35][C:36](=[O:43])[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)[CH3:34])[CH2:14][S: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][CH2:28][CH2:29][CH2:30][CH3:31])(=O)C1C=CC=CC=1>CO.O1CCCC1>[C:36]([O:35][CH:33]([CH3:34])[CH2:32][CH:13]([CH2:14][S: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][CH2:28][CH2:29][CH2:30][CH3:31])[CH2:12][OH:11])(=[O:43])[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 539176002-(2-Benzoyloxypropan-1-yl)-3-hexadecylthiopropyl benzoate

Product 1

HCID 148349922-(2-Benzoyloxypropan-1-yl)-3-hexadecylthiopropanolYield 62.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Using 6.89 ml (13.78 mM) of 2N aqueous sodium hydroxide, 4.017 g (6.89 mM) of 2-(2-benzoyloxypropan-1-yl)-3-hexadecylthio-propyl benzoate m11 in 38 ml of methanol and 43 ml of tetrahydrofuran is converted to 2.071 g (62.8% yield) of the titled compound m12 by the same procedure as described in (125).

Sources & evidence

ORD record
ord-b1aabedd133c416b92bcf040d94ec06f
Source dataset
uspto-grants-1992_08
Patent number
US05138067

Reaction notes

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