Hydrochloric Acid → HCID 66747137, compound

HRID 331682Notes

Reaction equation

HRID 331682 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([F:17])=[C:13]([CH:18]([CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:19]#[N:20])[CH:12]=1)(C)(C)C.Cl>O1CCOCC1>[NH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([F:17])=[C:13]([CH:18]([CH2:21][C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[C:19]#[N:20])[CH:12]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66747711HCID 66747711, compound

Product 1

HCID 66747137HCID 66747137, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To {2-[3-(benzyl-cyano-methyl)-4-fluoro-phenoxy]-ethyl}-carbamic acid tert-butyl ester (7 g, 18.21 mmol) was added 25 ml of a 4 N hydrochloric acid solution in dioxane and stirred at room temperature over night. Solvents were evaporated, 2 N sodium hydroxide was added, which was extracted twice with dichloromethane. The organic layer was dried over sodium sulfate, filtered and concentrated to obtain the free amine as a brown oil.

Workup

  1. customSolvents were evaporated
  2. addition2 N sodium hydroxide was added
  3. extractionwhich was extracted twice with dichloromethane
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-266e3ba7a5644da7b24aa64c67560710
Source dataset
uspto-grants-2014_11
Patent number
US08877794B2

Reaction notes

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