Hydrochloric Acid → HCID 20337425, compound

HRID 1706272Notes

Reaction equation

HRID 1706272 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15]CC2C=CC=CC=2)=[CH:11][C:10]=1[C:23]([CH3:34])=[CH:24][CH2:25][CH2:26][O:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)C1C=CC=CC=1.C(O)C.Cl.[H][H]>[Pd].C(OCC)(=O)C>[OH:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][C:10]=1[CH:23]([CH3:34])[CH2:24][CH2:25][CH2:26][O:27][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 54152537HCID 54152537, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20337425HCID 20337425, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 4-(2,5-dibenzyloxyphenyl)-1-phenoxypent-3-ene (51 g., 0.113 M) in a mixture of absolute ethanol (160 ml.), ethyl acetate (160 ml.) and concentrated hydrochloric acid (0.2 ml.) is hydrogenated for 12 hours under 55 lbs. hydrogen in the presence of 10% Pd/C. Removal of the catalyst by filtration and concentration of the filtrate under vacuum yields the desired product.

Workup

  1. customRemoval of the catalyst
  2. filtrationby filtration and concentration of the filtrate under vacuum

Sources & evidence

ORD record
ord-a1bf4213b61b4653b11b5625c5d07bbc
Source dataset
uspto-grants-1980_06
Patent number
US04206225

Reaction notes

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