Ammonia → HCID 22758167, compound

HRID 372812Notes

Reaction equation

HRID 372812 reaction equation
C(N([CH2:6][CH2:7][CH2:8][C:9]1(O)[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:12][CH2:11][CH2:10]1)CC)C.CCO[CH2:23][CH3:24].[NH3:25].[Li].[CH2:27](O)[CH3:28]>>[CH2:27]([N:25]([CH2:23][CH3:24])[CH:8]([CH:9]1[C:18]2[CH2:17][CH:16]=[CH:15][CH2:14][C:13]=2[CH2:12][CH2:11][CH2:10]1)[CH2:7][CH3:6])[CH3:28]

Participants

6

Reactant 5

HCID 222AmmoniaHCID 702EthanolHCID 3283Diethyl EtherHCID 3028194LithiumHCID 54026551HCID 54026551, compound

Product 1

HCID 22758167HCID 22758167, compound

Procedure

The crude diethylaminopropyl tetrahydronaphthol is dissolved in 100 ml. ether and added to 500 ml. of liq. NH3. The solution is treated with 15 g. of lithium in portions. After 1/2 hour, the mixture is treated slowly dropwise with absolute ethanol until the color discharges completely. After removal of NH3, the residue is cooled, treated with water and extracted with ether. The dried extracts are freed of solvent leaving crude 1,2,3,4,5,8-hexahydro-1-diethylaminopropylnaphthalene which is converted to the above titled as described in Example 26.

Workup

  1. additionThe solution is treated with 15 g
  2. customAfter removal of NH3
  3. temperaturethe residue is cooled
  4. additiontreated with water
  5. extractionextracted with ether

Sources & evidence

ORD record
ord-2c147213f49c4cbdb63ec0d9826231fa
Source dataset
uspto-grants-1978_05
Patent number
US04092318

Reaction notes

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