Lithium hydroxide, monohydrate → Lithium 1-(1-(2,2,2-trifluoroethyl)piperidin-4-yl)azetidine-2-carboxylate

Reaction equation

[F:1][C:2]([F:19])([F:18])[CH2:3][N:4]1[CH2:9][CH2:8][CH:7]([N:10]2[CH2:13][CH2:12][CH:11]2[C:14]([O:16]C)=[O:15])[CH2:6][CH2:5]1.O.[OH-].[Li+:22]>>[F:19][C:2]([F:1])([F:18])[CH2:3][N:4]1[CH2:9][CH2:8][CH:7]([N:10]2[CH2:13][CH2:12][CH:11]2[C:14]([O-:16])=[O:15])[CH2:6][CH2:5]1.[Li+:22]

Participants

Reactant 2

HCID 168937Lithium hydroxide, monohydrate

HCID 86692753Methyl 1-(1-(2,2,2-trifluoroethyl)piperidin-4-yl)azetidine-2-carboxylate

Product 1

HCID 86692769Lithium 1-(1-(2,2,2-trifluoroethyl)piperidin-4-yl)azetidine-2-carboxylate

Procedure

The reaction of methyl 1-(1-(2,2,2-trifluoroethyl)piperidin-4-yl)azetidine-2-carboxylate 19G and lithium hydroxide monohydrate yielded lithium 1-(1-(2,2,2-trifluoroethyl)piperidin-4-yl)azetidine-2-carboxylate as a light brown solid (quant.). MS ISP (m/e): 267.2 (100) [(M+H)]+.

Sources & evidence

ORD record: ord-f80954a47015488ca38d4f743f29a0e7
Source dataset: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08802665B2

Reaction notes

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