Sodium Sulfite → 4-Hydroxy-1,1,4,4-tetramethylbutyl peroxyneodecanoate

HRID 979970Notes

Reaction equation

[C:1](Cl)(=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([CH3:10])([CH3:9])[CH3:8].[CH3:13][C:14]([O:23][OH:24])([CH2:16][CH2:17][C:18]([CH3:22])([O:20]O)[CH3:19])[CH3:15].S([O-])([O-])=O.[Na+].[Na+]>>[C:1]([O:24][O:23][C:14]([CH3:15])([CH3:13])[CH2:16][CH2:17][C:18]([OH:20])([CH3:22])[CH3:19])(=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([CH3:9])([CH3:8])[CH3:10]

Participants

Reactant 3

HCID 24437Sodium Sulfite

HCID 94502Neodecanoyl chloride

HCID 5204702,5-Dimethylhexane 2,5-dihydroperoxide

Product 1

HCID 861185904-Hydroxy-1,1,4,4-tetramethylbutyl peroxyneodecanoateYield 55.1%

Procedure

Reacting neodecanoyl chloride with 2,5-dimethyl-2,5-dihydroperoxyhexane followed by reducing the intermediate product with a buffered sodium sulfite solution employing the same procedure as used in preparation of C-5 resulted in the preparation of 4-hydroxy-1,1,4,4-tetramethylbutyl peroxyneodecanoate. The liquid product had an assay of 91.7% and was obtained in a corrected yield of 55.1%. An infrared spectrum of the product showed a broad OH band centered at 3300 to 3500 cm-1.

Workup

customas used in preparation of C-5

Sources & evidence

ORD record: ord-ae8009b164e641cdab3357e777a547e8
Source dataset: uspto-grants-1987_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04634753

Reaction notes

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