Draw the structures of the starting material and the four missing intermediates. OH allyl bromide, K2CO3 acetone, reflux H2O2, H2SO4, MeOH (97%) MeO OMe (99%) ÓMe Оз. Dсм, МеОн, -78°С then Me,S DMF, 190 °C BnBr, K2CO3 (93%) acetone (78%) (99%) Br- OBn NBS, DCM (95%) Meo OMe OMe

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter18: Ethers And Epoxides; Thiols And Sulfides
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Problem 62GP: The Zeisel method is an old analytical procedure for determining the number of methoxyl groups in a...
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Draw the structures of the starting material and the four missing intermediates.
он
H2O2, H2SO4, MeOH
allyl bromide, K½CO3
acetone, reflux
(97%)
MeO
OMe
(99%)
ÒMe
Оз. Осм, МеОн, -78°С
then Me,s
DMF, 190 °C
BnBr, K2CO3
acetone
(99%)
(93%)
(78%)
Br
OBn
NBS, DCM (95%)
Meo
OMe
ÓMe
Transcribed Image Text:Draw the structures of the starting material and the four missing intermediates. он H2O2, H2SO4, MeOH allyl bromide, K½CO3 acetone, reflux (97%) MeO OMe (99%) ÒMe Оз. Осм, МеОн, -78°С then Me,s DMF, 190 °C BnBr, K2CO3 acetone (99%) (93%) (78%) Br OBn NBS, DCM (95%) Meo OMe ÓMe
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