Acetic Acid → HCID 20350636, compound

HRID 1449226Notes

Reaction equation

HRID 1449226 reaction equation
C1(C[O:8][C:9]([CH2:11][CH2:12][C:13]2[CH:31]=[CH:30][C:16]([O:17][CH2:18][C:19](=[O:29])[CH2:20][O:21][C:22]3[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=3)=[CH:15][CH:14]=2)=[O:10])C=CC=CC=1.C(O)(=O)C.[H][H]>CC(C)=O.[Pd]>[C:9]([CH2:11][CH2:12][C:13]1[CH:31]=[CH:30][C:16]([O:17][CH2:18][C:19](=[O:29])[CH2:20][O:21][C:22]2[CH:23]=[CH:24][C:25]([Cl:28])=[CH:26][CH:27]=2)=[CH:15][CH:14]=1)([OH:10])=[O:8]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 20350641HCID 20350641, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20350636HCID 20350636, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 180AcetoneSolvent

Procedure

A solution of 44.0 g (0.1 mol) 3-[4'-(2-phenylmethoxycarbonylethyl)-phenoxy]-1-(4'-chlorophenoxy)-propane-2-on in 1000 ml acetone is mixed with 1 ml acetic acid and, after the addition of 8 g (10%) palladium/carbon, hydrogenated until the calculated amount of hydrogen is absorbed. After the catalyst is separated, the filtrate is concentrated in vacuo, the residue is absorbed in chloroform and the acid is precipitated through addition of petrol ether. Colorless crystals, melting point 114°-5° C. (trichloroethylene): yield 24.20 g (69.4%).

Workup

  1. customis absorbed
  2. customAfter the catalyst is separated
  3. concentrationthe filtrate is concentrated in vacuo
  4. customthe residue is absorbed in chloroform
  5. customthe acid is precipitated through addition of petrol ether

Sources & evidence

ORD record
ord-fe0cfa86145040ab8ef248544b0d7d0d
Source dataset
uspto-grants-1980_02
Patent number
US04189594

Reaction notes

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