2-Bromoethanol → HCID 21442779, compound

HRID 328587Notes

Reaction equation

HRID 328587 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH:3]([CH2:7][N:8]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[CH2:12][CH2:11][C:10]3[CH:19]=[CH:20][CH:21]=[CH:22][C:9]2=3)[CH2:2]1.C(=O)([O-])[O-].[K+].[K+].[CH2:29](Br)[CH2:30][OH:31]>O.C(O)C>[OH:31][CH2:30][CH2:29][N:1]1[CH2:6][CH2:5][O:4][CH:3]([CH2:7][N:8]2[C:9]3[CH:22]=[CH:21][CH:20]=[CH:19][C:10]=3[CH2:11][CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]2=3)[CH2:2]1

Participants

6

Reactant 3

HCID 108982-BromoethanolHCID 11430Potassium CarbonateHCID 13277196HCID 13277196, compound

Product 1

HCID 21442779HCID 21442779, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of 5-(2-morpholinylmethyl)-10,11-dihydro-5H-dibenz[b,f]azepine (0.2 g), potassium carbonate (0.1 g) and ethylenebromohydrin (0.1 g) in water and ethanol was stirred under reflux for 10 hours. The reaction mixture was concentrated and extracted with chloroform. The chloroform extract was washed with water, dried over anhydrous sodium sulfate and evaporated to afford 5-(4-hydroxyethyl-2-morpholinylmethyl)-10,11-dihydro-5H-dibenz[b,f]azepine as an oily substance. M.P. 186°-188° C (oxalate).

Workup

  1. temperatureunder reflux for 10 hours
  2. concentrationThe reaction mixture was concentrated
  3. extractionextracted with chloroform
  4. extractionThe chloroform extract
  5. washwas washed with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. customevaporated

Sources & evidence

ORD record
ord-1c15497d54bb4d7bb1ee4a85c644456c
Source dataset
uspto-grants-1977_04
Patent number
US04017621

Reaction notes

Loading…