Piperidine → HCID 86744154, compound

HRID 1709312Notes

Reaction equation

HRID 1709312 reaction equation
C(N([C:6]1[C:7]2[CH:16]=[CH:15][CH:14]=[CH:13][C:8]=2[O:9][C:10]=1[CH:11]=O)CC)C.[C:17]([C:20]1[C:21](=[O:35])[O:22][C:23]2[C:28]([CH:29]=1)=[CH:27][CH:26]=[C:25](N(CC)CC)[CH:24]=2)(=[O:19])[CH3:18].[NH:36]1[CH2:41][CH2:40]C[CH2:38][CH2:37]1>C(O)C>[CH2:37]([N:36]([C:29]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[O:22][C:21](=[O:35])[C:20]=1[C:17](=[O:19])[CH:18]=[CH:11][C:10]1[O:9][C:8]2[CH:13]=[C:14]([N:36]([CH2:37][CH3:38])[CH2:41][CH3:40])[CH:15]=[CH:16][C:7]=2[CH:6]=1)[CH2:41][CH3:40])[CH3:38]

Participants

5

Reactant 3

HCID 8082PiperidineHCID 6887632H-1-Benzopyran-2-one, 3-acetyl-7-(diethylamino)-HCID 57175482HCID 57175482, compound

Product 1

HCID 86744154HCID 86744154, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 25 mL of absolute ethanol in a 50 mL round-bottomed flask was added 217 mg (1 mmol) of 6 (N,N diethylamino) 2 formylbenzo[b]furan and 259 mg (lmmol) of 3 acetyl 7 (N,N diethylamino)coumarin. After refluxing for several minutes to dissolve the solids, 100 mg of piperidine was added and reflux was continued for one hour. The solution was allowed to cool to room temperature and then placed in a freezer overnight. The solid was filtered and recrystallized from 50 mL of ethanol to yield the product as deep red needles. Field desorption was spectrum: m/e 458 (M+); m.p. 169°-171° C.

Workup

  1. temperatureAfter refluxing for several minutes
  2. additionwas added
  3. temperaturereflux
  4. waitplaced in a freezer overnight
  5. filtrationThe solid was filtered
  6. customrecrystallized from 50 mL of ethanol

Sources & evidence

ORD record
ord-9c2c97b70671469c821128cb3734f277
Source dataset
uspto-grants-1990_08
Patent number
US04948893

Reaction notes

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