Formic Acid → HCID 19814222, compound

HRID 466604Notes

Reaction equation

HRID 466604 reaction equation
C([N:8]1[CH2:29][CH2:28][C:11]2([O:15][C:14](=[O:16])[N:13]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[C:12]2=[CH2:27])[CH2:10][CH2:9]1)C1C=CC=CC=1.C(O)=[O:31]>[Pd]>[CH2:17]([N:13]1[C:12]([OH:31])([CH3:27])[C:11]2([CH2:28][CH2:29][NH:8][CH2:9][CH2:10]2)[O:15][C:14]1=[O:16])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]

Participants

4

Reactant 2

HCID 284Formic AcidHCID 53952103HCID 53952103, compound

Product 1

HCID 19814222HCID 19814222, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

4.0 g of 8-benzyl-3-decyl-4-methylene-2-oxo-1-oxa-3,8-diazaspiro[4,5]decane are stirred together with 4.0 g of 10% by weight palladium-on-carbon catalyst in 40 ml of 50% aqueous formic acid for 2 hours at room temperature. After filtering off the catalyst the solution is evaporated under reduced pressure, the residue is treated with aqueous sodium hydrogen carbonate solution and the solid product is filtered off. After recrystallizing this product from a mixture of chloroform with n-hexane the title substance is obtained in 78.0% yield, m.p. 139°-140° C.

Workup

  1. filtrationAfter filtering off the catalyst the solution
  2. customis evaporated under reduced pressure
  3. additionthe residue is treated with aqueous sodium hydrogen carbonate solution
  4. filtrationthe solid product is filtered off
  5. customAfter recrystallizing this product
  6. additionfrom a mixture of chloroform with n-hexane the title substance
  7. customis obtained in 78.0% yield, m.p. 139°-140° C.

Sources & evidence

ORD record
ord-0e691fead85740b99f19ede2d9aa4cd7
Source dataset
uspto-grants-1992_10
Patent number
US05157038

Reaction notes

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