Water → HCID 21833036, compound

HRID 1740745Notes

Reaction equation

HRID 1740745 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][CH2:7][CH2:6][CH:5]2[CH2:12][C:13]([N:15]([CH3:17])[CH3:16])=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>C1COCC1>[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][CH2:7][CH2:6][CH:5]2[CH2:12][CH2:13][N:15]([CH3:16])[CH3:17]

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 21833037HCID 21833037, compound

Product 1

HCID 21833036HCID 21833036, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

6-Amino-N,N-dimethylchroman-4-acetamide (D8, 0.49 g, 2.1 mmol) was dissolved under Ar in dry THF (20 ml), and added to a stirred suspension of lithium aluminium hydride (0.16 g, 4.2 mmol) in dry THF (2 ml ). The mixture wa s stirred at reflux for 3 h, cooled, and treated successively with water (0.16 ml), 10% NaOH (0.16 ml) and water (0.48 ml) The solid was filtered off, and the filtrate was evaporated to give the title compound (0.41 g, 97%) as a red oil.

Workup

  1. temperatureat reflux for 3 h
  2. temperaturecooled
  3. filtrationwas filtered off
  4. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-1f007c68b1d14a64b5c352d269be319a
Source dataset
uspto-grants-1999_10
Patent number
US05972935

Reaction notes

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