Water → HCID 19814263, compound

HRID 466600Notes

Reaction equation

HRID 466600 reaction equation
[CH2:1]([N:8]1[CH2:27][CH2:26][C:11]2([O:15][C:14](=[O:16])[N:13]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[C:12]2(O)[CH3:24])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O>C(O)C1C=CC=CC=1>[CH2:1]([N:8]1[CH2:27][CH2:26][C:11]2([O:15][C:14](=[O:16])[N:13]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[C:12]2=[CH2:24])[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 962WaterHCID 19814299HCID 19814299, compound

Product 1

HCID 19814263HCID 19814263, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 244Benzyl AlcoholSolvent

Procedure

The solution of 18.7 g of 8-benzyl-3-n-heptyl-4-hydroxy-4-methyl-2-oxo-1-oxa-3,8-diazaspiro[4,5]decane in 40 ml of benzyl alcohol is heated at 160° C. for 5 hours while the water formed in the reaction is azeotropically distilled off. Thereafter, the mixture is evaporated under reduced pressure. After taking up the residue in chloroform the solution is dried over anhydrous magnesium sulfate, filtered off and evaporated under reduced pressure. The crude product obtained is recrystallized from n-hexane under clarifying by activated carbon to obtain the title compound in 81% yield, m.p.: 47°-48° C.

Workup

  1. customformed in the reaction
  2. distillationis azeotropically distilled off
  3. customThereafter, the mixture is evaporated under reduced pressure
  4. dry with materialis dried over anhydrous magnesium sulfate
  5. filtrationfiltered off
  6. customevaporated under reduced pressure
  7. customThe crude product obtained
  8. customis recrystallized from n-hexane under clarifying by activated carbon

Sources & evidence

ORD record
ord-3abcd2e568c24ab0800756f26db74495
Source dataset
uspto-grants-1992_10
Patent number
US05157038

Reaction notes

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