Sodium 2-ethylhexanoate → (E,E,E)-7-hydroxymethyl-3,11,15-trimethyl-2,6,10,14-hexadecatetraen-1-ol disulfate sodium salt

HRID 26986Notes

Reaction equation

HRID 26986 reaction equation
N1C=CC=CC=1.[S:7]([O:11][S:12]([OH:15])(=[O:14])=[O:13])([OH:10])(=[O:9])=[O:8].[OH:16][CH2:17]/[C:18](/[CH2:27][CH2:28]/[CH:29]=[C:30](\[CH3:37])/[CH2:31][CH2:32][CH:33]=[C:34]([CH3:36])[CH3:35])=[CH:19]/[CH2:20][CH2:21]/[C:22](/[CH3:26])=[CH:23]/[CH2:24][OH:25].C(C(CCCC)C([O-])=O)C.[Na+:48]>C(OCC)(=O)C>[Na+:48].[S:7]([O:11][S:12]([O-:15])(=[O:14])=[O:13])([O-:10])(=[O:9])=[O:8].[OH:16][CH2:17]/[C:18](/[CH2:27][CH2:28]/[CH:29]=[C:30](\[CH3:37])/[CH2:31][CH2:32][CH:33]=[C:34]([CH3:36])[CH3:35])=[CH:19]/[CH2:20][CH2:21]/[C:22](/[CH3:26])=[CH:23]/[CH2:24][OH:25].[Na+:48]

Participants

4

Reactant 2

HCID 23672331Sodium 2-ethylhexanoateHCID 86736496(E,E,E)-7-hydroxymethyl-3,11,15-trimethyl-2,6,10,14-hexadecatetraen-ol disulfate pyridine salt

Product 1

HCID 86736497(E,E,E)-7-hydroxymethyl-3,11,15-trimethyl-2,6,10,14-hexadecatetraen-1-ol disulfate sodium salt

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Following the procedures of Example 27, a solution of 2.2 g of (E,Z,E) and (E,E,E)-7-hydroxymethyl-3,11,15-trimethyl-2,6,10,14-hexadecatetraen-1-ol disulfate pyridine salt prepared in Example 28 in 20 ml of ethyl acetate was treated with 6.0 ml (2 mM/ml) of sodium 2-ethylhexanoate to afford 1.4 g of the end product as a white powder.

Sources & evidence

ORD record
ord-06952ef84f1d496297d27c718088870f
Source dataset
uspto-grants-1979_04
Patent number
US04151357

Reaction notes

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