Piperidine → 1-(Piperidin-1-yl)-4-(2-fluoro-5-bromobenzyloxy)butane

HRID 1066834Notes

Reaction equation

HRID 1066834 reaction equation
[F:1][C:2]1[CH:14]=[CH:13][C:12]([Br:15])=[CH:11][C:3]=1[CH2:4][O:5][CH2:6][CH2:7][CH2:8][CH2:9]Br.[NH:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1>O1CCCC1.C(Cl)Cl>[N:16]1([CH2:9][CH2:8][CH2:7][CH2:6][O:5][CH2:4][C:3]2[CH:11]=[C:12]([Br:15])[CH:13]=[CH:14][C:2]=2[F:1])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1

Participants

5

Reactant 2

HCID 8082PiperidineHCID 21196139HCID 21196139, compound

Product 1

HCID 211961091-(Piperidin-1-yl)-4-(2-fluoro-5-bromobenzyloxy)butane

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 4-(2-fluoro-5-bromobenzyloxy)butyl bromide (520 mg, 1.53 mmol) in tetrahydrofuran (8 ml) was treated with piperidine (1.5 ml, 15.3 mmol). The resulting reaction mixture was stirred for about 24 hours. The reaction mixture was then diluted with methylene chloride and washed with saturated sodium bicarbonate. The organic fraction was dried over sodium sulfate and the solvents were removed in vacuo. The desired title intermediate was further purified by radial chromatography.

Workup

  1. customThe resulting reaction mixture
  2. washwashed with saturated sodium bicarbonate
  3. dry with materialThe organic fraction was dried over sodium sulfate
  4. customthe solvents were removed in vacuo
  5. customThe desired title intermediate was further purified by radial chromatography

Sources & evidence

ORD record
ord-ea1c3d25f6f8406f9103a277347bf27b
Source dataset
uspto-grants-2001_06
Patent number
US06245761B1

Reaction notes

Loading…