Methyl Ethyl Ketone → HCID 13363417, compound

HRID 1980097Notes

Reaction equation

HRID 1980097 reaction equation
Br[C:2]1[CH:3]=[C:4]([O:8][CH3:9])[CH:5]=[CH:6][CH:7]=1.FC(F)(F)C1C=C([C:18]23[CH2:27][CH:22]([O:23][C:24]2([CH3:26])[CH3:25])[N:21]([CH3:28])[CH2:20][CH2:19]3)C=CC=1.[CH2:31](C(C)=O)C>>[CH3:9][O:8][C:4]1[CH:3]=[C:2]([C:18]2([C:24]([CH3:25])([CH2:26][CH3:31])[OH:23])[CH2:19][CH2:20][N:21]([CH3:28])[CH2:22][CH2:27]2)[CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 3

HCID 6569Methyl Ethyl KetoneHCID 169713-BromoanisoleHCID 13363400HCID 13363400, compound

Product 1

HCID 13363417HCID 13363417, compound

Procedure

4-(3'-Methoxyphenyl)-α,1-dimethyl-α-ethyl-4-piperidinemethanol was prepared from 3-bromoanisole by the procedure described in Example 2 except that methyl ethyl ketone (2-butanone) was used in place of acetone in the preparation of III; m.p. 134°-135°; NMR (in CDCl3): τ2.6-3.3 (m, 4H); 6.2 (s, 3H); 7.2-8.3 (m, 12H); 8.6 (quartet, 2H); 9.0 (s, 3H) and 9.2 (t, 3H). Anal. Calcd. for C17H27NO2 : C, 73.61; H, 9.81; N, 5.05. Found: C, 73.73; H, 9.69; N, 5.17.

Sources & evidence

ORD record
ord-383589a8052a4432b1a2d074e41a4639
Source dataset
uspto-grants-1984_11
Patent number
US04485109

Reaction notes

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