ORGLIST: Alternatives to (chloromethyl) methyl ether (CMME) & chloromethylation?

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From: Jack Sullivan (jsulliva$##$eclipse.net)
Date: Sun Feb 13 2000 - 15:22:00 EST

My synthetic target is an unsymmetrical acetal of formaldehyde formed
from a) methanol and b) a higher primary alcohol. The existing procedure
calls for the use of CMME, which is either a known or suspected
carcinogen. An alternative would be via forming the product using
methanol, formaldehyde and HCl, but this would produce bis(chloromethyl)
ether (BCME), an even less desirable side product.

Is anyone aware of alternate techniques for achieving this
transformation?

Thanks in advance! 

--
Jack Sullivan
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