Diethyl Ether → 35853-55-5

HRID 2286280Notes

Reaction equation

[F:1][C:2]([F:21])([F:20])[C:3]1[CH:12]=[C:11](C(O)=O)[C:10]2[C:5](=[C:6]([C:16]([F:19])([F:18])[F:17])[CH:7]=[CH:8][CH:9]=2)[N:4]=1.CC[O:24][CH2:25][CH3:26]>>[F:20][C:2]([F:1])([F:21])[C:3]1[CH:12]=[C:11]([C:25]([C:26]2[CH:10]=[CH:11][CH:12]=[CH:3][N:4]=2)=[O:24])[C:10]2[C:5](=[C:6]([C:16]([F:17])([F:18])[F:19])[CH:7]=[CH:8][CH:9]=2)[N:4]=1

Participants

Reactant 2

HCID 3283Diethyl Ether

HCID 169721Mefloquine carboxylic acid

Product 1

HCID 995123935853-55-5

Procedure

A process for the preparation of erythro-α-piperid-2-yl-2,8-bis-(trifluoromethyl)-quinolin-4-yl-methanol which comprises the steps of reacting 2,8-bis-(trifluoromethyl)-quinoline-4-carboxylic acid or a salt thereof with a pyrid-2-yl-magnesium halide in a cyclic saturated ether or in an aliphatic dialkyl ether or an alkoxyalkyl ether in a molar ratio of from 1:2 to 1:8 at from 0° to 80° C. to give pyrid-2-yl 2,8-bis-(trifluoromethyl)-quinolin-4-yl ketone and the latter is hydrogenated in a conventional manner to give erythro-α-piperid-2-yl-2,8-bis-(trifluoromethyl)-quinolin-4-yl-methanol.

Sources & evidence

ORD record: ord-93c0924787f44b3aba540aa214591644
Source dataset: uspto-grants-1982_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04327215

Reaction notes

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