Decanoyl chloride → 1-Phenyl-8-[[1,2,3,4-tetrahydro-1-(n-decanoyloxy)-2-naphthalenyl]methyl]-1,3,8-triazaspiro[4.5]decan-4-one

HRID 2072470Notes

Reaction equation

HRID 2072470 reaction equation
[C:1]1([N:7]2[C:11]3([CH2:16][CH2:15][N:14]([CH2:17][CH:18]4[CH2:27][CH2:26][C:25]5[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=5)[CH:19]4[OH:28])[CH2:13][CH2:12]3)[C:10](=[O:29])[NH:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:30](Cl)(=[O:40])[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39]>N1C=CC=CC=1>[C:1]1([N:7]2[C:11]3([CH2:16][CH2:15][N:14]([CH2:17][CH:18]4[CH2:27][CH2:26][C:25]5[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=5)[CH:19]4[O:28][C:30](=[O:40])[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])[CH2:13][CH2:12]3)[C:10](=[O:29])[NH:9][CH2:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 66982Decanoyl chlorideHCID 21408216HCID 21408216, compound

Product 1

HCID 214082321-Phenyl-8-[[1,2,3,4-tetrahydro-1-(n-decanoyloxy)-2-naphthalenyl]methyl]-1,3,8-triazaspiro[4.5]decan-4-one

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1-Phenyl-8-[(1,2,3,4-tetrahydro-1-hydroxy-2-naphthalenyl)methyl]-1,3,8-triazaspiro[4.5]decan-4-one (0.15 mole) is dissolved in 50 ml of dry pyridine and treated with 3.0 g of n-decanoyl chloride. The resulting solution is stirred under a nitrogen atmosphere for 16 hours. The mixture is then poured into 400 ml of ice-water and the resulting suspension is stirred for 1 hour. Extraction with methylene chloride followed by washing the organic extracts with saturated sodium bicarbonate solution, drying over anhydrous sodium sulfate, and concentration in vacuo yields the title compound.

Workup

  1. stirringthe resulting suspension is stirred for 1 hour
  2. extractionExtraction with methylene chloride
  3. washby washing the organic extracts with saturated sodium bicarbonate solution
  4. dry with materialdrying over anhydrous sodium sulfate, and concentration in vacuo

Sources & evidence

ORD record
ord-836ce0e5a60b48df8f14b7b4743675b6
Source dataset
uspto-grants-1977_09
Patent number
US04051248

Reaction notes

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