1,4-Dibromobutane → HCID 178453977, compound

HRID 222599Notes

Reaction equation

HRID 222599 reaction equation
C(=O)([O-])O.[K+].[NH2:6][C@@H:7]1[CH2:12][CH2:11][C@H:10]([NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:9][CH2:8]1.Br[CH2:22][CH2:23][CH2:24][CH2:25]Br>CN(C=O)C>[N:6]1([C@@H:7]2[CH2:12][CH2:11][C@H:10]([NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:9][CH2:8]2)[CH2:25][CH2:24][CH2:23][CH2:22]1

Participants

5

Reactant 3

HCID 80561,4-DibromobutaneHCID 516893Potassium BicarbonateHCID 178418966HCID 178418966, compound

Product 1

HCID 178453977HCID 178453977, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

25 mg of potassium hydrogen carbonate are added to a solution of tert-butyl cis-4-aminocyclohexanecarbamate (10 g, 46 mmol) and 1,4-dibromobutane (12.1 g, 56 mmol) in 400 ml of DMF, and the mixture is stirred at RT for 24 h. The reaction mixture is then evaporated and the residue is taken up in diethyl ether; this solution is washed with water. The organic phase is dried and evaporated in vacuo. Yield: 12 g.

Workup

  1. customThe reaction mixture is then evaporated
  2. washthis solution is washed with water
  3. customThe organic phase is dried
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-cf071f1a116746fd87ec92989a135748
Source dataset
uspto-grants-2012_06
Patent number
US08207349B2

Reaction notes

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