Dibenzyl ether → HCID 22723440, compound

HRID 2286345Notes

Reaction equation

HRID 2286345 reaction equation
C(OCC1C=CC=CC=1)C1C=CC=CC=1.O1C=CC=C1.C([O:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[C:35]1[CH:39]=[CH:38][O:37][CH:36]=1)C1C=CC=CC=1.[H][H]>[C].[Pd]>[OH:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[C:35]1[CH:39]=[CH:38][O:37][CH:36]=1

Participants

6

Reactant 4

HCID 7657Dibenzyl etherHCID 8029FuranHCID 23463133HCID 23463133, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 22723440HCID 22723440, compound

Reagents, catalysts & solvents 1

HCID 178418390HCID 178418390, compoundCatalyst

Procedure

The benzylether prepared by the procedure outlined in sub paragraph A above was converted to the hydrophenyl furane and follows: 10.2 grams 3-(2-benzyloxyphenyl)-furane was placed in 50 ml. of a 1:1 solution of methanol/acetic ester, and was hydrogenated with hydrogen in the presence of 1.5 gram 10% palladium carbon, at room temperature and slight pressure. After absorption of one equivalent of hydrogen, the catalyst was filtered off and the solvent carefully drawn off at 20° C. An intensely colored, unstable substance remained, which was identified by its NMR spectrum as the desired phenol.

Workup

  1. filtrationthe catalyst was filtered off
  2. customcarefully drawn off at 20° C

Sources & evidence

ORD record
ord-800dba63d2644679b70a6eb433d865d5
Source dataset
uspto-grants-1981_05
Patent number
US04265903

Reaction notes

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