تفاعل #554006

ord-26d131090f094fe89eeaf3804b2cc261

معادلة التفاعل

CCCc1nc2ccc(C)cc2c(CO[Si](C)(C)C(C)(C)C)c1Cc1ccc(-c2ccccc2-c2nnn[nH]2)cc1
57
CCCc1nc2ccc(C)cc2c(CO[Si](C)(C)C(C)(C)C)c1Cc1ccc(-c2ccccc2-c2nnn[nH]2)cc1
4-(t-Butyldimethylsilyloxymethyl)-6-methyl-2-propyl-3-[[2'-(tetrazol-5-yl)biphenyl-4-yl]-methyl]quinoline
C(C[*:2])[*:1]
polyethylene
→
CCCc1nc2ccc(C)cc2c(CO)c1Cc1ccc(-c2ccccc2-c2nnn[nH]2)cc1
title compound
CCCc1nc2ccc(C)cc2c(CO)c1Cc1ccc(-c2ccccc2-c2nnn[nH]2)cc1
4-Hydroxymethyl-6-methyl-2-propyl-3-[[2'-(tetrazol-5-yl)biphenyl-4-yl]methyl]quinoline
[NH4+].[OH-]
NH4OH

المتفاعلات

CCCc1nc2ccc(C)cc2c(CO[Si](C)(C)C(C)(C)C)c1Cc1ccc(-c2ccccc2-c2nnn[nH]2)cc1
57
CCCc1nc2ccc(C)cc2c(CO[Si](C)(C)C(C)(C)C)c1Cc1ccc(-c2ccccc2-c2nnn[nH]2)cc1
4-(t-Butyldimethylsilyloxymethyl)-6-methyl-2-propyl-3-[[2'-(tetrazol-5-yl)biphenyl-4-yl]-methyl]quinoline
C(C[*:2])[*:1]
polyethylene

الكواشف

لا شيء

المذيبات

ClC(Cl)Cl
CHCl3

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONThe two-phase mix
  2. 2
    أخرىevaporated to dryness under a nitrogen stream

الإجراء التجريبي

To 10 mg of 57 in 100 λ CHCl3 in a polyethylene mini-centrifuge tube was added ~0.1 ml 48% aq. HF. The two-phase mix was vigorously stirred for two hours, then evaporated to dryness under a nitrogen stream. Preparative tlc of the residue on silica gel GF with 2:20:80 NH4OH:MeOH:CHCl3 afforded the title compound.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05157040uspto-grants-1992_10