Trifluoroacetic acid → HCID 68558762, compound

HRID 19798Notes

Reaction equation

HRID 19798 reaction equation
C(OC(=O)[N:7]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]([CH3:28])([CH3:27])[CH3:26])=[CH:21][CH:20]=1)[CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([CH2:16][CH3:17])[CH:11]=1)(C)(C)C.FC(F)(F)C(O)=O.[OH-].[Na+]>C(Cl)Cl>[C:25]([C:22]1[CH:23]=[CH:24][C:19]([CH2:18][NH:7][CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([CH2:16][CH3:17])[CH:11]=2)=[CH:20][CH:21]=1)([CH3:27])([CH3:26])[CH3:28]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 68558247HCID 68558247, compound

Product 1

HCID 68558762HCID 68558762, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (4-tert-butyl-benzyl)-[2-(3-ethyl-phenyl)-ethyl]-carbamic acid tert-butyl ester 66 mg, 0.166 mmol) in DCM (1 ml) was added trifluoroacetic acid (128 μl, 1.668 mmol) at 0° C. The reaction mixture was allowed to warm to RT and was stirred over night. The mixture was then basified with 1 N NaOH and extracted with DCM. The combined extracts were dried (Na2SO4) and evaporated to obtain the title compound as a colorless gum (45 mg, 92%). MS (ISP) 296.5 (M+H)+.

Workup

  1. extractionextracted with DCM
  2. dry with materialThe combined extracts were dried (Na2SO4)
  3. customevaporated

Sources & evidence

ORD record
ord-a73149dc602d45ffb125ed728d0c9356
Source dataset
uspto-grants-2010_06
Patent number
US07745477B2

Reaction notes

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