Potassium Carbonate → HCID 58941596, compound

HRID 598865Notes

Reaction equation

HRID 598865 reaction equation
[NH2:1][C@@H:2]([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][CH:8]=1)[CH2:3][CH2:4][OH:5].C([O-])([O-])=O.[K+].[K+].[O:23](C(OC(C)(C)C)=O)[C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=O>C1COCC1>[OH:5][CH2:4][CH2:3][C@@H:2]([NH:1][C:24](=[O:23])[O:26][C:27]([CH3:30])([CH3:29])[CH3:28])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]([F:14])([F:15])[F:16])=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 90495Di-tert-butyl dicarbonateHCID 57950670HCID 57950670, compound

Product 1

HCID 58941596HCID 58941596, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

(S)-3-Amino-4-(4-(trifluoromethyl)phenyl)butan-1-ol was dissolved in 5 mL THF and 4 mL K2CO3 (1M, aq.) and BOC2O were added. The reaction was stirred over night and acidified (about pH 2). The reaction was extracted with EtOAc (3×100 mL), dried over MgSO4 and evaporated. The title compound was obtained as a white solid and used without further purification. LCMS (API-ES) m/z (%): 333.1 (100%, M++H).

Workup

  1. extractionThe reaction was extracted with EtOAc (3×100 mL)
  2. dry with materialdried over MgSO4
  3. customevaporated

Sources & evidence

ORD record
ord-56b505d31c5346a98c198cfe521be38e
Source dataset
uspto-grants-2011_03
Patent number
US07897619B2

Reaction notes

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