Ammonia → HCID 22758167, compound

HRID 1287277Notes

Reaction equation

HRID 1287277 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-403648fa090f4cc19d37888777241ea3
Source dataset
uspto-grants-1976_10
Patent number
US03984407

Reaction notes

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