Ethanol → HCID 67793419, compound

HRID 1196634Notes

Reaction equation

HRID 1196634 reaction equation
[C:1]([O:4][CH2:5][CH2:6][CH:7]1[CH2:11][C:10]2[C:12]([CH3:26])=[C:13]([O:18]CC3C=CC=CC=3)[C:14](C)=[C:15]([CH3:16])[C:9]=2[O:8]1)(=[O:3])[CH3:2].[CH2:27](O)C>[Pd]>[C:1]([O:4][CH2:5][CH2:6][CH:7]1[CH2:11][C:10]2[CH:12]([CH3:26])[C:13]([OH:18])([CH3:27])[CH:14]=[C:15]([CH3:16])[C:9]=2[O:8]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 702EthanolHCID 19899196HCID 19899196, compound

Product 1

HCID 67793419HCID 67793419, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

150 mg palladium on 5% carbon is added to a solution of 1.8 g of 2-(RS)-(2-acetoxyethyl)-2,3-dihydro-5-benzyloxy-4,6,7-trimethylbenzofurane in 25 ml of absolute ethanol. The solution is kept under a hydrogen pressure of 50 psi for one hour at room temperature. After filtration of the catalyzer, on Celite, the solvent is evaporated, leaving 1.3 g of a white solid. m.p. 90°-92° C.; (IR)(KBr) 3389 (νOH), 1738 cm-1 (νCOCH3); 1H-NMR (CDCl3); δ5.1-4.6 (1H,m), 4.2 (2H,t), 3.3-2.7 (2H,m) 2.2 (3H,s), 2.05 (6H,s), 2.0 (3H,s), 2.0-1.8 (2H,m).

Workup

  1. customfor one hour
  2. customat room temperature
  3. filtrationAfter filtration of the catalyzer
  4. customon Celite, the solvent is evaporated

Sources & evidence

ORD record
ord-147333282d3846a7850adb97dd06cdc2
Source dataset
uspto-grants-1992_05
Patent number
US05114966

Reaction notes

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