반응 #554006

ord-26d131090f094fe89eeaf3804b2cc261

반응 방정식

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

반응물

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

시약

없음

용매

ClC(Cl)Cl
CHCl3

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

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

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05157040uspto-grants-1992_10