Triethylamine → HCID 69411423, compound

HRID 1271209Notes

Reaction equation

HRID 1271209 reaction equation
[C:1]([O:5][C:6](=[O:10])[CH2:7][NH:8][CH3:9])([CH3:4])([CH3:3])[CH3:2].Cl.C(N(CC)CC)C.F[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[N+:26]([O-:28])=[O:27]>C(#N)C>[C:1]([O:5][C:6](=[O:10])[CH2:7][N:8]([CH3:9])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[N+:26]([O-:28])=[O:27])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 738951-Fluoro-2-nitrobenzeneHCID 11252350Sarcosine t-butyl ester hydrochloride

Product 1

HCID 69411423HCID 69411423, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
50 °C

Procedure

In acetonitrile (80 mL) was stirred sarcosine t-butyl ester•hydrochloride (10.1 g, 55.5 mmol) and triethylamine (6.57 g, 65 mmol). To this was added 2-fluoronitrobenzene (5.66 g, 40 mmol) and the mixture was stirred overnight at 50° C. The solution was evaporated at a reduced pressure until free of acetonitrile. The residue was partitioned between ether (100 m]L) and water (100 mL). The ether layer was washed with brine and dried over magnesium sulfate. The solvent was evaporated at reduced pressure to give an oil which was dried at 60° C. in vacuo to remove all traces of fluoronitrobenzene. MS: M++1=267.1 Da.

Workup

  1. customThe solution was evaporated at a reduced pressure until free of acetonitrile
  2. customThe residue was partitioned between ether (100 m]L) and water (100 mL)
  3. washThe ether layer was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent was evaporated at reduced pressure
  6. customto give an oil which
  7. customwas dried at 60° C. in vacuo
  8. customto remove all traces of fluoronitrobenzene

Sources & evidence

ORD record
ord-ab2aa38c86e1464a9fabf599e94c808f
Source dataset
uspto-grants-2007_04
Patent number
US07205295B2

Reaction notes

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