Potassium sodium tartarate → HCID 70296498, compound

HRID 1421213Notes

Reaction equation

HRID 1421213 reaction equation
[CH3:1][O:2][C:3]1[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[CH:22][C:4]=1[CH:5]=[CH:6][C:7]1[C:13]2[CH:14]=[C:15]3[O:20][CH2:19][O:18][C:16]3=[CH:17][C:12]=2[CH2:11][C:10]([CH3:21])=[N:9][N:8]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].C(C(C(C([O-])=O)O)O)([O-])=O.[Na+].[K+]>O1CCCC1>[CH3:1][O:2][C:3]1[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[CH:22][C:4]=1[CH:5]=[CH:6][C:7]1[C:13]2[CH:14]=[C:15]3[O:20][CH2:19][O:18][C:16]3=[CH:17][C:12]=2[CH2:11][CH:10]([CH3:21])[NH:9][N:8]=1

Participants

5

Reactant 3

HCID 9855836Potassium sodium tartarateHCID 21226445Aluminium lithium hydrideHCID 53701259HCID 53701259, compound

Product 1

HCID 70296498HCID 70296498, compoundYield 76.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
25 °C

Procedure

A suspension of 1,1 g (3.0 mmoles) of 1-(2,4-dimethoxystyryl)-4-methyl-7,8-methylenedioxy-5H-2,3-benzodiazepine in 15 ml of anhydrous tetrahydrofurane is cooled to a temperature between 0° C. and 5° C., and 0.114 g (3.0 mmoles) of lithium aluminium hydride is added to it. The reaction mixture is stirred at 25° C. for 2 hours, cooled again to a temperature between 0° C. and 5° C. and decomposed with 0.36 ml of 10% aqueous potassium sodium tartrate solution. Then it is stirred further for 1 hour at 25° C., the precipitate is filtered off, the filtrate is dried and evaporated under reduced pressure. The crude end-product is recrystallized from 10 ml of ethanol, filtered, washed three times with 1 ml each of ethanol and dried at a temperature between 80° C. and 100° C. Thus 0.84 g (76.0%) of the desired product is obtained.

Workup

  1. additionis added to it
  2. temperaturecooled again to a temperature between 0° C. and 5° C.
  3. stirringThen it is stirred further for 1 hour at 25° C.
  4. filtrationthe precipitate is filtered off
  5. customthe filtrate is dried
  6. customevaporated under reduced pressure
  7. customThe crude end-product is recrystallized from 10 ml of ethanol
  8. filtrationfiltered
  9. washwashed three times with 1 ml each of ethanol
  10. customdried at a temperature between 80° C. and 100° C

Sources & evidence

ORD record
ord-bec79b617683465482d8a9204ac6c5a2
Source dataset
uspto-grants-2000_06
Patent number
US06075018

Reaction notes

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