Diethyl Ether → Tocotrienol

HRID 1587426Notes

Reaction equation

CCOCC.C[C:7]1[C:12]([OH:13])=[CH:11][C:10]2[CH2:14][CH2:15][C@:16]([CH2:19][CH2:20]/[CH:21]=[C:22](/[CH2:24][CH2:25]/[CH:26]=[C:27](/[CH2:29][CH2:30][CH:31]=[C:32]([CH3:34])[CH3:33])\[CH3:28])\[CH3:23])([CH3:18])[O:17][C:9]=2[C:8]=1C>>[CH3:33][C:32]([CH3:34])=[CH:31][CH2:30][CH2:29]/[C:27](/[CH3:28])=[CH:26]/[CH2:25][CH2:24]/[C:22](/[CH3:23])=[CH:21]/[CH2:20][CH2:19][C:16]1([CH3:18])[O:17][C:9]2[CH:8]=[CH:7][C:12]([OH:13])=[CH:11][C:10]=2[CH2:14][CH2:15]1

Participants

Reactant 2

HCID 3283Diethyl Ether

HCID 5282349Gamma-Tocotrienol

Product 1

HCID 9929901TocotrienolYield 70%

Procedure

The procedure for the preparation of tocotrienol from the MEM-ether [17b] (700 mg, 1.49 mmole) follows that described for gamma-tocotrienol. Tocotrienol (400 mg, 1.05 mmole, 70%) was isolated as a colorless oil:

Sources & evidence

ORD record: ord-921a2bb7c2eb44f78346145cf23d0631
Source dataset: uspto-grants-1993_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05217992

Reaction notes

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