Benzene, (3-bromopropoxy)- → HCID 11678377, compound

HRID 1724671Notes

Reaction equation

HRID 1724671 reaction equation
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C@@H:3]([NH:9][C:10]([CH:12]1[C:25]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[O:19][C:18]3[C:13]1=[CH:14][CH:15]=[CH:16][CH:17]=3)=[O:11])[CH2:2]2.[Br:26][CH2:27][CH2:28][CH2:29][O:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>C1COCC1>[Br-:26].[O:30]([CH2:29][CH2:28][CH2:27][N+:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C@@H:3]([NH:9][C:10]([CH:12]1[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=3[O:19][C:20]3[C:25]1=[CH:24][CH:23]=[CH:22][CH:21]=3)=[O:11])[CH2:2]2)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

Participants

4

Reactant 2

HCID 68522Benzene, (3-bromopropoxy)-HCID 11695697HCID 11695697, compound

Product 1

HCID 11678377HCID 11678377, compoundYield 98.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.3 g (0.00089 mol) of N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-9H-xanthene-9-carboxamide (Example 31) were dissolved in 6 ml of THF. To this solution 0.21 ml (0.287 g, 0.001335 mol) of (3-bromopropoxy)benzene were added. The mixture was refluxed during 4 hours and then stirred 17 h at room temperature. The reaction mixture was filtered and the solid obtained washed with ether several times and dried. 0.48 g (98%) of the title product were obtained.

Workup

  1. temperatureThe mixture was refluxed during 4 hours
  2. filtrationThe reaction mixture was filtered
  3. customthe solid obtained
  4. washwashed with ether several times
  5. customdried

Sources & evidence

ORD record
ord-d1b3a7fa19824c81913978dd961fcfbe
Source dataset
uspto-grants-2009_02
Patent number
US07488735B2

Reaction notes

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