Methyl Ethyl Ketone → HCID 17980978, compound

HRID 2220010Notes

Reaction equation

HRID 2220010 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.Br[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH:25]=[CH2:26].C([O-])([O-])=O.[K+].[K+].CC(=O)CC>O>[CH2:26]([O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1)[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH:17]=[CH2:16]

Participants

6

Reactant 4

HCID 6569Methyl Ethyl KetoneHCID 71124,4'-DihydroxybiphenylHCID 11430Potassium CarbonateHCID 28414811-Bromo-1-undecene

Product 1

HCID 17980978HCID 17980978, compoundYield 41%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 10 g (0.053 mol) of 4,4′-Dihydroxy-biphenyl, 12.52 g (0.053 mol) of 11-Bromo-1-undecene, 7.42 g (0.053 mol) of K2CO3 and 120 mL of dry butanone is refluxed for 24 h, then the reaction mixture is allowed to return to room temperature. 100 mL of water is added, then the product is filtered off, washed with water and methanol. The resulting solid is recrystallised three times from butanone to give a pure white product (7.35 g, 41% yield).

Workup

  1. temperatureis refluxed for 24 h
  2. customto return to room temperature
  3. filtrationthe product is filtered off
  4. washwashed with water and methanol
  5. customThe resulting solid is recrystallised three times from butanone

Sources & evidence

ORD record
ord-b63db2fb6a4447b5bb84dd69015c3ec4
Source dataset
uspto-grants-2008_08
Patent number
US07416682B2

Reaction notes

Loading…