Trifluoroacetic acid → HCID 23446604, compound

HRID 1841590Notes

Reaction equation

HRID 1841590 reaction equation
C(O[C:6](=O)[N:7]([C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][N:22]([CH2:24][CH:25]=[CH2:26])[CH3:23])=[CH:11][CH:10]=1)C)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:24]([N:22]([CH3:23])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][O:15][C:12]1[CH:13]=[CH:14][C:9]([NH:7][CH3:6])=[CH:10][CH:11]=1)[CH:25]=[CH2:26]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68614271HCID 68614271, compound

Product 1

HCID 23446604HCID 23446604, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 30.3 g (80.5 mmol) of {4-[6-(Allyl-methyl-amino)-hexyloxy]-phenyl}-methyl-carbamic acid tert-butyl ester in 160 ml CH2Cl2 was treated at −20° C. with 180 ml TFA and warmed up to room temperature during 5 h. The reaction mixture was evaporated, treated with aqueous saturated NaHCO3 solution/Et2O (3×), dried (Na2SO4) and evaporated to yield {4-[6-(Allyl-methyl-amino)-hexyloxy]-phenyl}-methyl-amine, MS: 277 (MH+).

Workup

  1. customThe reaction mixture was evaporated
  2. additiontreated with aqueous saturated NaHCO3 solution/Et2O (3×)
  3. dry with materialdried (Na2SO4)
  4. customevaporated

Sources & evidence

ORD record
ord-38e4e7f721994890967e8d31fe29848f
Source dataset
uspto-grants-2004_01
Patent number
US06683201B2

Reaction notes

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