HCID 66777037, compound → HCID 66777135, compound

HRID 2091108Notes

Reaction equation

HRID 2091108 reaction equation
C([O:8][C:9]1[CH:10]=[CH:11][C:12]2[O:16][C:15]([C:17]([CH:19]3[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]3)=[O:18])=[C:14]([CH3:25])[C:13]=2[CH:26]=1)C1C=CC=CC=1>C(O)C.O1CCCC1>[CH:19]1([C:17]([C:15]2[O:16][C:12]3[CH:11]=[CH:10][C:9]([OH:8])=[CH:26][C:13]=3[C:14]=2[CH3:25])=[O:18])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]1

Participants

4

Reactant 1

HCID 66777037HCID 66777037, compound2×

Product 1

HCID 66777135HCID 66777135, compoundYield 96.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

[5-(Benzyloxy)-3-methyl-1-benzofuran-2-yl](cyclohexyl)methanone (7.3 g) synthesized in the above-mentioned (2) was dissolved in a ethanol (150 mL) and tetrahydrofuran (30 mL), and palladium carbon-ethylenediamine complex (1.0 g) was added at room temperature. The reaction mixture was stirred at 60° C. for 3 hr under hydrogen atmosphere (1 atm), allowed to cool to room temperature, and the catalyst was filtered. The filtrate was concentrated under reduced pressure to give a crude product (5.2 g, quantitative) of the title object compound as a colorless solid.

Workup

  1. additionwas added at room temperature
  2. temperatureto cool to room temperature
  3. filtrationthe catalyst was filtered
  4. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-927f4d7b28d246a9a539223dc90948ba
Source dataset
uspto-grants-2013_05
Patent number
US08436043B2

Reaction notes

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