Methyl Ethyl Ketone → HCID 53883112, compound

HRID 1075733Notes

Reaction equation

HRID 1075733 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.C(O[C:19](=[O:26])[CH:20](Br)[CH2:21][CH2:22][CH2:23][CH3:24])C.C(=O)([O-])[O-].[K+].[K+].[CH3:33][C:34](=[O:37])CC>>[CH2:34]([O:37][C:10](=[O:13])[CH:11]([O:26][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)[CH2:12][CH:7]([O:6][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:15][CH:14]=1)[CH2:8][CH3:9])[CH3:33]

Participants

5

Reactant 4

HCID 6569Methyl Ethyl KetoneHCID 11430Potassium CarbonateHCID 79072Ethyl 2-bromohexanoateHCID 123461204-(4-Chlorophenoxy)phenol

Product 1

HCID 53883112HCID 53883112, compound

Procedure

A solution of 64 g of 4-(4-chlorophenoxy)-phenol and 80 g of α-bromocaproic acid ethyl ester in 100 ml of butanone was refluxed for 10 hours together with 100 g of potassium carbonate. After separation from the inorganic salts by filtration, the filtrate was concentrated to dryness, the ester formed was taken up in methylene chloride, the solution was repeatedly extracted with water and the purified product was isolated by evaporating the organic solvent. It was further purified by distillation under reduced pressure. 52 Grams of 4-(4-chlorophenoxy)-α-phenoxy-caproic acid ethyl ester boiling at 223° - 225°C under 3 mm Hg were obtained. ##SPC4##

Workup

  1. customAfter separation from the inorganic salts
  2. filtrationby filtration
  3. concentrationthe filtrate was concentrated to dryness

Sources & evidence

ORD record
ord-72f1ebaf05f84f7ab6a7b5f7cae5b2c8
Source dataset
uspto-grants-1976_05
Patent number
US03954442

Reaction notes

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