HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Bromine → (4-Bromopentyl)benzene

HRID 1706259
Notes
Print preview

Reaction equation

HRID 1706259 reaction equation
P(Br)(Br)(Br)(Br)Br.[Br:7]Br.P(Br)(Br)Br.[C:13]1([CH2:19][CH2:20][CH2:21][CH:22](O)[CH3:23])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(Cl)Cl.O>[Br:7][CH:22]([CH2:21][CH2:20][CH2:19][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH3:23]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

7

Reactant 4

HCID 24408BromineHCID 24614Phosphorus tribromideHCID 62678Phosphorus pentabromideHCID 1027884-Hydroxy-1-phenylpentane

Product 1

HCID 20487411(4-Bromopentyl)benzene

Reagents, catalysts & solvents 2

HCID 962WaterSolvent
HCID 6344
Dichloromethane
Solvent
3×

Conditions

Temperature
0 °C

Procedure

To a phosphorus pentabromide, prepared by addition of bromine (9.0 g.) in methylene chloride (10 ml.) to phosphorous tribromide (15.0 g.) in methylene chloride (15 ml.) at 0° C., is added 5-phenyl-2-pentanol (8.2 g.) in methylene chloride at 0° C. The mixture is stirred for 2.5 hours at 0° C. and is then allowed to warm to room temperature. Water (50 ml.) is added, the mixture stirred for one hour and the methylene chloride layer separated. The extraction is repeated and the combined extracts washed with water, saturated sodium bicarbonate solution, brine and then dried over magnesium sulfate. Concentration of the dried extracts gives 12.4 g. of title product as a light yellow oil.

Workup

  1. temperatureto warm to room temperature
  2. stirringthe mixture stirred for one hour
  3. customthe methylene chloride layer separated
  4. extractionThe extraction
  5. washthe combined extracts washed with water, saturated sodium bicarbonate solution, brine
  6. dry with materialdried over magnesium sulfate
  7. customConcentration of the dried extracts gives 12.4 g

Sources & evidence

ORD record
ord-0845308433bd484493807e6bb94dc9ba
Source dataset
uspto-grants-1980_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04206225

Reaction notes

Loading…

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes