(2E,6E)-2-[(3E)-4,8-Dimethylnona-3,7-dien-1-YL]-6-methylocta-2,6-diene-1,8-diol → (E,E,E)-7-hydroxymethyl-3,11,15-trimethyl-2,6,10,14-hexadecatetraen-ol disulfate pyridine salt

HRID 26985Notes

Reaction equation

HRID 26985 reaction equation
[OH:1][CH2:2]/[C:3](/[CH2:12][CH2:13]/[CH:14]=[C:15](\[CH3:22])/[CH2:16][CH2:17][CH:18]=[C:19]([CH3:21])[CH3:20])=[CH:4]/[CH2:5][CH2:6]/[C:7](/[CH3:11])=[CH:8]/[CH2:9][OH:10].[S:23](=[O:27])(=[O:26])([OH:25])[OH:24].[N:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>C1C=CC=CC=1>[N:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.[S:23]([O:25][S:23]([OH:26])(=[O:25])=[O:24])([OH:24])(=[O:27])=[O:26].[OH:1][CH2:2]/[C:3](/[CH2:12][CH2:13]/[CH:14]=[C:15](\[CH3:22])/[CH2:16][CH2:17][CH:18]=[C:19]([CH3:21])[CH3:20])=[CH:4]/[CH2:5][CH2:6]/[C:7](/[CH3:11])=[CH:8]/[CH2:9][OH:10]

Participants

4

Reactant 2

HCID 6373042(2E,6E)-2-[(3E)-4,8-Dimethylnona-3,7-dien-1-YL]-6-methylocta-2,6-diene-1,8-diolHCID 11789763Pyridine sulfate

Product 1

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

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Following the same manner as in Example 26, the reaction was conducted with 3.0 g of (E,Z,E) and (E,E,E)-7-hydroxymethyl-3,11,15-trimethyl-2,6,10,14-hexadecatetraen-1-ol and 5.0 g of anhydrous sulfuric acid-pyridine reagent in anhydrous benzene and after-treatment was conducted to afford 4.4 g of the end product.

Sources & evidence

ORD record
ord-925fdcad1a63430fbab1295f8cadb656
Source dataset
uspto-grants-1979_04
Patent number
US04151357

Reaction notes

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