HCID 58123592, compound → HCID 66941830, compound

HRID 1519192Notes

Reaction equation

HRID 1519192 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:11]2[CH2:12][C@@H:13]3[C:18]([CH3:20])([CH3:19])[C@:17]([CH3:21])([C:10]=2[CH:9]=[CH:8][CH:7]=1)[CH2:16][CH2:15][N:14]3CC1C=CC=CC=1)=[O:5])[CH3:2]>C(O)C.[OH-].[OH-].[Pd+2]>[CH2:1]([O:3][C:4]([C:6]1[C:11]2[CH2:12][C@@H:13]3[C:18]([CH3:20])([CH3:19])[C@:17]([CH3:21])([C:10]=2[CH:9]=[CH:8][CH:7]=1)[CH2:16][CH2:15][NH:14]3)=[O:5])[CH3:2]

Participants

4

Reactant 1

HCID 58123592HCID 58123592, compound

Product 1

HCID 66941830HCID 66941830, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

Pd(OH)2 (0.20 g) is added to a solution of (2R,6S)-3-benzyl-6,11,11-trimethyl-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[d]azocine-10-carboxylic acid ethyl ester (1.13 g) in ethanol (20 mL). The resulting mixture is stirred under hydrogen atmosphere (50 psi) at room temperature overnight. Then, the catalyst is separated by filtration and the filtrate is concentrated under reduced pressure to give the product.

Workup

  1. customThen, the catalyst is separated by filtration
  2. concentrationthe filtrate is concentrated under reduced pressure
  3. customto give the product

Sources & evidence

ORD record
ord-9d82d6b71d474bada1242dd45292eb30
Source dataset
uspto-grants-2015_07
Patent number
US09073870B2

Reaction notes

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