HCID 14552383, compound → HCID 14552384, compound

HRID 654744Notes

Reaction equation

HRID 654744 reaction equation
C1(C[NH:8][CH:9]2[CH2:18][CH2:17][C:12]3([O:16][CH2:15][CH2:14][O:13]3)[CH2:11][CH:10]2[C:19]([O:21][CH2:22][CH3:23])=[O:20])C=CC=CC=1>[Pd].C(O)C>[NH2:8][CH:9]1[CH2:18][CH2:17][C:12]2([O:16][CH2:15][CH2:14][O:13]2)[CH2:11][CH:10]1[C:19]([O:21][CH2:22][CH3:23])=[O:20]

Participants

4

Reactant 1

HCID 14552383HCID 14552383, compound

Product 1

HCID 14552384HCID 14552384, compoundYield 97.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Ethyl 8-[(phenylmethyl)amino]-1,4-dioxaspiro -[4.5]-decane-7-carboxylate (397.2 g, 1.3 mole) was combined with 2563 ml of ethanol and 80 g of 5% palladium on activated carbon and hydrogenated at 50 p.s.i. for 6 hours at 45°-50° C. The catalyst was separated by filtration, and the filtrate was evaporated. When taken up in methylene chloride a semi-solid precipitated and was filtered out. The filtrate was evaporated to yield 277.7 g (97.4%) of the title product.

Workup

  1. customThe catalyst was separated by filtration
  2. customthe filtrate was evaporated
  3. customprecipitated
  4. filtrationwas filtered out
  5. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-c31f1fde72994d3197830e46c29ad2eb
Source dataset
uspto-grants-1992_07
Patent number
US05134143

Reaction notes

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