Morpholine → HCID 21196188, compound

HRID 1066835Notes

Reaction equation

HRID 1066835 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][O: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][O:19][CH2:18][CH2:17]1

Participants

5

Reactant 2

HCID 8083MorpholineHCID 21196139HCID 21196139, compound

Product 1

HCID 21196188HCID 21196188, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 4-(2-fluoro-5-bromobenzyloxy)butyl bromide (550 mg, 1.62 mmol) in tetrahydrofuran (8 ml) was treated with morpholine (1.4 ml, 16.2 mmol). The resulting reaction mixture was stirred for about 72 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-4efc3d3b84244770af2e6a339c5dfe57
Source dataset
uspto-grants-2001_06
Patent number
US06245761B1

Reaction notes

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