Sodium Hydroxide → HCID 20463960, compound

HRID 325675Notes

Reaction equation

HRID 325675 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]([NH:11][CH:12]1[CH2:21][CH2:20][C:19]2[C:14](=[CH:15][CH:16]=[C:17]([O:23][CH3:24])[C:18]=2[NH2:22])[CH2:13]1)(=O)[CH2:8][CH3:9].[OH-].[Na+]>O1CCCC1>[CH2:7]([NH:11][CH:12]1[CH2:21][CH2:20][C:19]2[C:14](=[CH:15][CH:16]=[C:17]([O:23][CH3:24])[C:18]=2[NH2:22])[CH2:13]1)[CH2:8][CH3:9]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 20463966HCID 20463966, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 20463960HCID 20463960, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

0.46 g of lithium aluminium hydride is introduced into 30 ml of tetrahydrofuran, a solution of 2.56 g of 2-propanoylamino-5-amino-6-methoxy-1,2,3,4-tetrahydronaphthalene in 50 ml of tetrahydrofuran is then added and the mixture is heated under reflux for 24 hours. It is then cooled and hydrolysed with a 2 N solution of sodium hydroxide, in an ice-bath. The organic phase is separated off, dried and concentrated to dryness. After chromatography on silica with a 1/1 diethyl ether/methanol mixture, 1.8 g of a yellowish oil are collected.

Workup

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 24 hours
  3. temperatureIt is then cooled
  4. customThe organic phase is separated off
  5. customdried
  6. concentrationconcentrated to dryness
  7. customAfter chromatography on silica with a 1/1 diethyl ether/methanol mixture, 1.8 g of a yellowish oil are collected

Sources & evidence

ORD record
ord-c44aff38c3374d2bad3442fd612d631c
Source dataset
uspto-grants-1984_04
Patent number
US04442126

Reaction notes

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