Sodium Hydroxide → HCID 23468757, compound

HRID 128313Notes

Reaction equation

HRID 128313 reaction equation
[CH3:1][N:2]1[C:7](=O)[CH2:6][CH:5]([C:9]2[CH:21]=[CH:20][C:12]3[O:13][C:14]4[CH2:19][CH2:18][CH2:17][CH2:16][C:15]=4[C:11]=3[CH:10]=2)[CH2:4][C:3]1=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+]>O>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([C:9]2[CH:21]=[CH:20][C:12]3[O:13][C:14]4[CH2:19][CH2:18][CH2:17][CH2:16][C:15]=4[C:11]=3[CH:10]=2)[CH2:6][CH2:7]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 23468792HCID 23468792, compound

Product 1

HCID 23468757HCID 23468757, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

2.97 g (0.01 mol) of N-methyl-3-(6,7,8,9-tetrahydro-2-dibenzofuranyl)-glutarimide are added in portions to a suspension of 7.6 g (0.020 mol) of lithium aluminium hydride in 50 ml of anhydrous ester in the course of 10 minutes at room temperature. The reaction mixture is stirred at room temperature for 3 hours and thereafter cooled to 0° and excess reducing agent is decomposed by adding 0.74 ml of water, 0.74 ml of 2 N sodium hydroxide solution and thereafter 22.4 ml of water. After 30 minutes, the mixture is filtered through diatomaceous earth, and the filtrate is dried over sodium sulfate and evaporated to dryness under a waterpump vacuum. The crude 1-methyl-4-(6,7,8,9-tetrahydro-2-dibenzofuranyl)-piperidine thereby obtained is dissolved in methanol and, by addition of an ethereal solution of hydrogen chloride, its hydrochloride is precipitated in the form of white crystals melting at 279°-281°.

Workup

  1. temperaturecooled to 0°
  2. waitAfter 30 minutes
  3. filtrationthe mixture is filtered through diatomaceous earth
  4. dry with materialthe filtrate is dried over sodium sulfate
  5. customevaporated to dryness under a waterpump vacuum

Sources & evidence

ORD record
ord-5faade39f309418cb39cc99aaf775118
Source dataset
uspto-grants-1981_03
Patent number
US04259338

Reaction notes

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