Trifluoroacetic acid → HCID 178484791, compound

HRID 25586Notes

Reaction equation

HRID 25586 reaction equation
C(O[C:6](=O)[N:7]([C@H:9]1[CH2:14][CH2:13][C@H:12]([CH:15]=[C:16]([Br:18])[Br:17])[CH2:11][CH2:10]1)C)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Br:17][C:16]([Br:18])=[CH:15][C@H:12]1[CH2:13][CH2:14][C@H:9]([NH:7][CH3:6])[CH2:10][CH2:11]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178486027HCID 178486027, compound

Product 1

HCID 178484791HCID 178484791, compoundYield 100.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 975 mg (3.28 mmol) of trans-[4-(2,2-Dibromo-vinyl)-cyclohexyl]-methyl-carbamic acid tert-butyl ester in 20 ml CH2Cl2 was treated at 0° C. with 10 ml TFA (for 20 min). After 2 h at RT, the reaction was evaporated, treated with aqueous saturated NaHCO3(+Na2CO3)/Et2O (3×), dried over Na2SO4 and evaporated to yield 981 mg (87%) of trans-[4-(2,2-Dibromo-vinyl)-cyclohexyl]-methyl-amine, MS: 295 (M, 2Br).

Workup

  1. customthe reaction was evaporated
  2. additiontreated with aqueous saturated NaHCO3(+Na2CO3)/Et2O (3×)
  3. dry with materialdried over Na2SO4
  4. customevaporated

Sources & evidence

ORD record
ord-eaf61ed0328247cd8985638184dcac2d
Source dataset
uspto-grants-2005_02
Patent number
US06858651B2

Reaction notes

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