HCID 178485995, compound → HCID 178419592, compound

HRID 25657Notes

Reaction equation

HRID 25657 reaction equation
C(O[C:9](=O)[N:10]([C@H:12]1[CH2:17][CH2:16][C@H:15]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][Br:23])[CH2:14][CH2:13]1)C)C1C=CC=CC=1>Br>[BrH:23].[Br:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][C@H:15]1[CH2:14][CH2:13][C@H:12]([NH:10][CH3:9])[CH2:17][CH2:16]1

Participants

3

Reactant 1

HCID 178485995HCID 178485995, compound

Product 1

HCID 178419592HCID 178419592, compoundYield 179.2%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

22.55 g (56.89 mmol) of trans-[4-(5-Bromo-pentyl)-cyclohexyl]-methyl-carbamic acid benzyl ester were dissolved at RT in 100 ml HBr (33% in acetic acid). After 20 min, the reaction was evaporated, suspended in toluene (2×) and evaporated again. The suspension was taken up in hexane and filtered to give 17.49 g (90%) of trans-[4-(5-Bromo-pentyl)-cyclohexyl]-methyl-amine hydrobromide, MS: 262 (MH+, 1Br).

Workup

  1. customthe reaction was evaporated
  2. customevaporated again
  3. filtrationfiltered

Sources & evidence

ORD record
ord-3dbc65a3e5634b138b9f59fd35ac87e8
Source dataset
uspto-grants-2005_02
Patent number
US06858651B2

Reaction notes

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