Methanol → Methyl 2-(2,2,2-trifluoroethoxy)acetimidate

HRID 326846Notes

Reaction equation

[F:1][C:2]([F:9])([F:8])[CH2:3][O:4][CH2:5][C:6]#[N:7].[Na].[CH3:11][OH:12]>>[F:1][C:2]([F:9])([F:8])[CH2:3][O:4][CH2:5][C:6](=[NH:7])[O:12][CH3:11]

Participants

Reactant 3

HCID 887Methanol

HCID 5360545Sodium

HCID 148801472-(2,2,2-Trifluoroethoxy)acetonitrile

Product 1

HCID 14880139Methyl 2-(2,2,2-trifluoroethoxy)acetimidate

Procedure

Obtained using the procedure described in section a of Example 2, starting with 19.6 g (0.141 mole) of (2,2,2-trifluoroethoxy)acetonitrile and 0.3 g (0.013 gram-atom) of sodium in 95 ml of methanol. Reaction time: 24 hours. Yld: 15.6 g (65%), b.p.15 44°-47° C.

Workup

customObtained
customReaction time
custom24 hours
custom15.6 g (65%), b.p.15 44°-47° C.

Sources & evidence

ORD record: ord-20afa5bc706447438ab9aeec519227a6
Source dataset: uspto-grants-1993_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05270465

Reaction notes

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