Sodium Hydroxide → HCID 178444212, compound

HRID 618631Notes

Reaction equation

HRID 618631 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH2:33][CH2:34][CH3:35])[CH2:9][CH2:10][S:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH:20]([O:22][CH2:23][CH2:24][CH2:25][O:26][PH:27]([C:29]([O:31][OH:32])=[O:30])=[O:28])[CH3:21])=[CH:4][CH:3]=1.[CH3:36]OC(P(Cl)(Cl)=O)=O.[OH-].[Na+]>>[CH:5]1([CH:8]([CH2:33][CH2:34][CH2:35][CH3:36])[CH2:9][CH2:10][S:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH:20]([O:22][CH2:23][CH2:24][CH2:25][O:26][PH:27]([C:29]([O:31][OH:32])=[O:30])=[O:28])[CH3:21])[CH2:6][CH2:7][CH2:2][CH2:3][CH2:4]1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 13706424HCID 13706424, compoundHCID 178445568HCID 178445568, compound

Product 1

HCID 178444212HCID 178444212, compoundYield 71%

Procedure

1.70 g (81%) R,S-((3-(12-cyclohexyldodecylthio)-2-decyloxy)-propoxy)-hydroxy-phosphinyl-formic acid methyl ester (example 12.28) was obtained analogously to example 1 as a colourless oil from 0.55 g (3.10 mmol) 16 and 1.50 g (3.10 mmol) R,S-2-decyloxy-3-(12-cyclohexyldodecylthio)-1-propanol. Saponification of 1.50 g of this ester with sodium hydroxide solution (example 1) yielded 1.10 g (71%) 8 with a melting point of 105-107° C.

Sources & evidence

ORD record
ord-1b0e2d0c2ff84b6091daeb9a2322811e
Source dataset
uspto-grants-1999_09
Patent number
US05955452

Reaction notes

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