Dimethylformamide → HCID 18180248, compound

HRID 1359012Notes

Reaction equation

HRID 1359012 reaction equation
C(OC(C1[CH:17]=[C:16]2[C:11]([CH2:12][CH2:13][CH:14](N)[C:15]2=[O:18])=[CH:10][CH:9]=1)=O)(C)(C)C.[H-].[Na+].IC.C(OCC)(=O)C.CCCCCC.[CH3:36][N:37]([CH:39]=O)[CH3:38]>>[CH3:38][N:37]([CH3:36])[C:39]1[CH:17]=[C:16]2[C:11]([CH2:12][CH2:13][CH2:14][C:15]2=[O:18])=[CH:10][CH:9]=1

Participants

6

Reactant 5

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 18180231HCID 18180231, compoundHCID 21226206Ethyl acetate hexane

Product 1

HCID 18180248HCID 18180248, compound

Procedure

7-Dimethylaminotetralone was prepared by treating 7-tert-butoxycarbonyl amino-1-tetralone (2.0 g, 7.6 mmol) with sodium hydride (337 mg of a 60% dispersion in oil) and iodomethane (0.48 ml, 7.6 mmol) in DMF (15 ml) at 100° for 3 h. The solvent was removed under reduced pressure to give an oil which was subjected to column chromatography (silica gel, 30% ethyl acetate/hexane) to give the desired product as a buff solid (137 mg) m.p. 107°. MS (ES+) 190 (MH+. 100%).

Workup

  1. customThe solvent was removed under reduced pressure
  2. customto give an oil which

Sources & evidence

ORD record
ord-e441270935224791b5f6552b3992a62a
Source dataset
uspto-grants-2003_07
Patent number
US06599908B1

Reaction notes

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