HCID 86586189, compound → HCID 86586190, compound

HRID 2119708Notes

Reaction equation

HRID 2119708 reaction equation
[C:1]([C:5]1[C:19]([OH:20])=[C:18]([CH2:21][C:22]([CH3:24])=[CH2:23])[C:8]2[CH2:9][C:10]3([O:17][C:7]=2[CH:6]=1)[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]3)([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:1]([C:5]1[C:19]([OH:20])=[C:18]([CH2:21][CH:22]([CH3:24])[CH3:23])[C:8]2[CH2:9][C:10]3([O:17][C:7]=2[CH:6]=1)[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]3)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 86586189HCID 86586189, compound

Product 1

HCID 86586190HCID 86586190, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

0.80 g of 6-t-butyl-5-hydroxy-4-(2-methyl-2-propenyl)-2,3-dihydrobenzofuran-2-spiro-1′-cycloheptane synthesized in Example 10 was dissolved in 5 ml of ethanol and the solution was treated with 0.05 g of 10% palladium on carbon in the same manner as in Example 9 to give 0.56 g of 6-t-butyl-5-hydroxy-4-(2-methylpropyl)-2,3-dihydrobenzofuran-2-spiro-1′-cycloheptane as a pale yellow oil (yield 70%).

Sources & evidence

ORD record
ord-e532f8126b804f1f89bd9d5fd76bb39c
Source dataset
uspto-grants-2004_02
Patent number
US06686389B2

Reaction notes

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