Triethylamine → HCID 10008881, compound

HRID 496037Notes

Reaction equation

HRID 496037 reaction equation
[CH2:1]([O:3][C:4]([CH:6]1[CH2:11][N:10]([CH2:12][C:13]2[CH:18]=[C:17]([O:19][CH3:20])[C:16]([O:21][CH3:22])=[C:15]([O:23][CH3:24])[CH:14]=2)[CH2:9][CH2:8][NH:7]1)=[O:5])[CH3:2].C(N(CC)CC)C.[F:32][C:33]1[CH:38]=[CH:37][C:36]([CH:39]([C:46]2[CH:51]=[CH:50][C:49]([F:52])=[CH:48][CH:47]=2)[CH2:40][CH2:41][CH2:42][CH2:43][CH2:44]Br)=[CH:35][CH:34]=1>C1C=CC=CC=1>[CH2:1]([O:3][C:4]([CH:6]1[CH2:11][N:10]([CH2:12][C:13]2[CH:18]=[C:17]([O:19][CH3:20])[C:16]([O:21][CH3:22])=[C:15]([O:23][CH3:24])[CH:14]=2)[CH2:9][CH2:8][N:7]1[CH2:44][CH2:43][CH2:42][CH2:41][CH2:40][CH:39]([C:36]1[CH:35]=[CH:34][C:33]([F:32])=[CH:38][CH:37]=1)[C:46]1[CH:51]=[CH:50][C:49]([F:52])=[CH:48][CH:47]=1)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 11724693HCID 11724693, compoundHCID 208283921,1′-(6-Bromohexylidene)bis[4-fluorobenzene]

Product 1

HCID 10008881HCID 10008881, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

4-(3,4,5-trimethoxy-benzyl)-piperazine-2-carboxylic acid ethyl ester (2.0 g, 5.91 mmol) was dissolved in dry benzene (30 ml) followed by addition of triehylamine (0.65 g, 6.5 mmol) and resulting solution stirred for 1 hr. 1-[6,6-bis-(4-fluoro-phenyl)-hexyl bromide(2.08 g, 5.91 mmol) in dry benzene (30 ml) was added dropwise. The resulting mixture was stirred under nitrogen at room temperature overnight. The mixture was washed twice with water (30 ml) and dried over MgSO4 and evaporated. The crude product was purified by column chromatography using hexane:ethyl acetate (3:1) to give the desired product in 56% yield

Workup

  1. customresulting solution
  2. stirringThe resulting mixture was stirred under nitrogen at room temperature overnight
  3. washThe mixture was washed twice with water (30 ml)
  4. dry with materialdried over MgSO4
  5. customevaporated
  6. customThe crude product was purified by column chromatography

Sources & evidence

ORD record
ord-7b31faa9ed4043e8957e9c41fdc4d8cd
Source dataset
uspto-grants-2005_09
Patent number
US06943168B2

Reaction notes

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