1-Bromo-3-chloropropane → 3-(2-Naphthyloxy)-1-chloropropane

HRID 1793459Notes

Reaction equation

HRID 1793459 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[OH:11].C([O-])([O-])=O.[K+].[K+].Br[CH2:19][CH2:20][CH2:21][Cl:22]>CC(C)=O>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[O:11][CH2:19][CH2:20][CH2:21][Cl:22]

Participants

5

Reactant 3

HCID 80061-Bromo-3-chloropropaneHCID 86632-NaphtholHCID 11430Potassium Carbonate

Product 1

HCID 116872053-(2-Naphthyloxy)-1-chloropropane

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of β-naphthol (1 gm, 0.006 mole), anhydrous K2CO3 (10 gm, in excess) and 1-bromo-3-chloropropane (0.7 ml, 0.006 mole) was refluxed in dry acetone (50 ml) for 6 hours. Reaction mixture was filtered and filtrate was concentrated to get oily compound which was crystallized with benzene-hexane to give the colorless crystals of pure desired compound, m.p. 98° C., (yield 1.5 gm, 97%).

Workup

  1. customReaction mixture
  2. filtrationwas filtered
  3. concentrationfiltrate was concentrated
  4. customto get oily compound which
  5. customwas crystallized with benzene-hexane

Sources & evidence

ORD record
ord-334d3d2c74964efbacc5b02732ba8a8a
Source dataset
uspto-grants-2006_07
Patent number
US07081465B2

Reaction notes

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