Diethyl Ether → HCID 23130414, compound

HRID 2080027Notes

Reaction equation

HRID 2080027 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][C:7]([NH2:11])=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[H+].[B-:13]([F:17])([F:16])([F:15])[F:14].CC(C)CCO[N:23]=O.C(OCC)C>O1CCCC1>[F:14][B-:13]([F:17])([F:16])[F:15].[N:1]1[C:10]2[C:5](=[CH:6][C:7]([N+:11]#[N:23])=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 8053Isoamyl NitriteHCID 113736-AminoquinolineHCID 28118Tetrafluoroboric acid

Product 1

HCID 23130414HCID 23130414, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of quinolin-6-yl amine (2.88 g, 20 mmol) and HBF4 aqueous solution (48% W/W, 11 mL) in tetrahydrofuran (100 mL) was added 3-methyl-1-nitrosooxy-butane (10.7 mL, 60 mmol) dropwise under nitrogen atmosphere at from −10° C. to −15° C., then, the mixture was stirred for 1 hour. At from −10° C. to −15° C., diethyl ether (200 mL) was added dropwise, the precipitated solid was collected by filtration, washed with diethyl ether, dried, and quinolin-6-diazonium tetrafluoroborate (6.85 g) was obtained as a yellow-red solid.

Workup

  1. filtrationthe precipitated solid was collected by filtration
  2. washwashed with diethyl ether
  3. customdried

Sources & evidence

ORD record
ord-99019723586b411780d39fc836e29a4d
Source dataset
uspto-grants-2011_04
Patent number
US07932272B2

Reaction notes

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