Tert-Butylamine → HCID 22124214, compound

HRID 1857910Notes

Reaction equation

HRID 1857910 reaction equation
[CH3:1][CH:2]1[C:6]2[C:7]3[C:12]([C:13]4[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=4[C:5]=2[CH:4]=[C:3]1[Si:19]([CH3:22])([CH3:21])Cl)=[CH:11][CH:10]=[CH:9][CH:8]=3.CCCCCC.[C:29]([NH2:33])([CH3:32])([CH3:31])[CH3:30]>C1(C)C=CC=CC=1>[CH3:1][CH:2]1[C:6]2[C:7]3[C:12]([C:13]4[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=4[C:5]=2[CH:4]=[C:3]1[Si:19]([CH3:22])([CH3:21])[NH:33][C:29]([CH3:32])([CH3:31])[CH3:30])=[CH:11][CH:10]=[CH:9][CH:8]=3

Participants

5

Reactant 3

HCID 6385Tert-ButylamineHCID 8058HexaneHCID 22124210HCID 22124210, compound

Product 1

HCID 22124214HCID 22124214, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a 500 ml round bottom flask containing 1.699 g (0.00526 mole) of (1-methyl-1H-cyclopenta[l]phenanthrene-2-yl)dimethylchlorosilane and 100 ml of hexane and 150 ml toluene was added 0.975 g (0.0132 mole) of t-butylamine. The reaction mixture was allowed to stir for several days, then filtered using diatomaceous earth filter aid (Celite™), washed twice with hexane. The product was isolated by removing residual solvent under reduced pressure. The isolated yield was 1.785 g (94.6 percent). 1H NMR analysis indicated the predominant isomer was substituted at the 2 position.

Workup

  1. filtrationfiltered
  2. filtrationfilter aid (Celite™)
  3. washwashed twice with hexane
  4. customThe product was isolated
  5. customby removing residual solvent under reduced pressure

Sources & evidence

ORD record
ord-8a8d40992c9a4df99ba7e638372dada2
Source dataset
uspto-grants-2000_11
Patent number
US06150297

Reaction notes

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