Ammonia → HCID 22758167, compound

HRID 442063Notes

Reaction equation

HRID 442063 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 one-half 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. waitAfter one-half hour
  3. customAfter removal of NH3
  4. temperaturethe residue is cooled
  5. additiontreated with water
  6. extractionextracted with ether

Sources & evidence

ORD record
ord-cd02afebeeb947b28d5fed29e6b122b0
Source dataset
uspto-grants-1977_08
Patent number
US04044040

Reaction notes

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