HCID 90422895, compound → HCID 90424074, compound

HRID 2272454Notes

Reaction equation

HRID 2272454 reaction equation
C([O:8][C:9]1[CH:18]=[C:17]([CH:19]2[CH2:22][CH2:21][CH2:20]2)[C:16]([CH:23]2[CH2:25][CH2:24]2)=[CH:15][C:10]=1[C:11]([O:13][CH3:14])=[O:12])C1C=CC=CC=1.[H][H]>[C].[Pd].CO>[CH:19]1([C:17]2[C:16]([CH:23]3[CH2:24][CH2:25]3)=[CH:15][C:10]([C:11]([O:13][CH3:14])=[O:12])=[C:9]([OH:8])[CH:18]=2)[CH2:22][CH2:21][CH2:20]1

Participants

5

Reactant 2

HCID 90422895HCID 90422895, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 90424074HCID 90424074, compoundYield 96.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A methanol (100 mL) solution of methyl 2-(benzyloxy)-4-cyclobutyl-5-cyclopropylbenzoate (8.5 g) was deaerated for 20 minutes in a nitrogen stream. Then, 10% palladium carbon (containing 55% water, 1.1 g) was added thereto, and the mixture was stirred at room temperature for 3 hours in a hydrogen atmosphere. The reaction mixture was filtered through celite, and the solvent was distilled off under reduced pressure to obtain the title compound (6.0 g).

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-c8f21e6c761d4aca881b7554b6ce397b
Source dataset
uspto-grants-2015_09
Patent number
US09120777B2

Reaction notes

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