Epichlorohydrin → HCID 14877778, compound

HRID 478104Notes

Reaction equation

[CH3:1][CH:2]([CH2:6][CH2:7][CH2:8][CH:9]([CH3:21])[CH2:10][CH2:11][CH2:12][CH:13]([CH3:20])[CH2:14][CH2:15][CH2:16][CH:17]([CH3:19])[CH3:18])[CH2:3][CH2:4][OH:5].[CH2:22]([CH:24]1[O:26][CH2:25]1)Cl.[CH2:27]([OH:33])[CH2:28][O:29][CH2:30][CH2:31][OH:32]>>[OH:33][CH2:27][CH2:28][O:29][CH2:30][CH2:31][O:32][CH2:25][CH:24]([CH2:22][O:5][CH2:4][CH2:3][CH:2]([CH3:1])[CH2:6][CH2:7][CH2:8][CH:9]([CH3:21])[CH2:10][CH2:11][CH2:12][CH:13]([CH3:20])[CH2:14][CH2:15][CH2:16][CH:17]([CH3:19])[CH3:18])[OH:26]

Participants

Reactant 3

HCID 7835Epichlorohydrin

HCID 8117Diethylene Glycol

HCID 102459Dihydrophytol

Product 1

HCID 14877778HCID 14877778, compoundYield 65.1%

Procedure

14.9 g (50 millimole) of 3,7,11,15-tetramethylhexadecanol, 18.5 g (200 millimole) of epichlorohydrin and 106 g (1 mole) of diethylene glycol were treated by following a procedure similar to that of Working Example 4, and purification by silica gel column chromatography (Merck Co., Art. 7734, 400 g, Eluant: hexane-ethyl acetate-acetone=3:1:1-2:1:1) was carried out, to give 15 g (65%) of the above-captioned compound.

Workup

customof Working Example 4, and purification by silica gel column chromatography (Merck Co., Art. 7734, 400 g, Eluant: hexane-ethyl acetate-acetone=3:1:1-2:1:1)

Sources & evidence

ORD record: ord-d1f8ce39cbf1465da05a5fdf1bfb6488
Source dataset: uspto-grants-1989_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04889953

Reaction notes

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