Methanol → 1-Propene, 1,3,3-trimethoxy-

HRID 476727Notes

Reaction equation

C[C:2]1[O:3][C:4]2C=CC3[C:7](=CC=CC=3)[C:5]=2N=1.C1S(=O)(=O)[O:18][CH2:17]C1.C(N(CC)CC)C.[CH3:29][OH:30]>>[CH3:29][O:30][CH:7]=[CH:5][CH:4]([O:3][CH3:2])[O:18][CH3:17]

Participants

Reactant 4

HCID 887Methanol

HCID 8471Triethylamine

HCID 14264Propane sultone

HCID 66555Naphth[1,2-d]oxazole, 2-methyl-

Product 1

HCID 865871-Propene, 1,3,3-trimethoxy-

Procedure

To a reactor was added 1.27 g (4 mmole) of ##STR9## prepared from the parent 2-methylnaphthoxazole and propane sultone in 50 ml of methanol. To this mixture was added 1.29 g (4 mmole) ##STR10## obtained from the condensation of the disubstituted thiobarbituric acid with 1,3,3-trimethoxy-1-propene and 1 ml triethylamine (TEA). The mixture was stirred for 20 minutes, filtered, and 1 g NaI was added to the filtrate and stirred for 30 minutes.

Workup

additionTo a reactor was added 1.27 g (4 mmole) of ##STR9##
additionTo this mixture was added 1.29 g (4 mmole)

Sources & evidence

ORD record: ord-3368286450674f73b19809b9b9e5bb81
Source dataset: uspto-grants-1989_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04885366

Reaction notes

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