Tert-Butylamine → HCID 22124216, compound

HRID 1857911Notes

Reaction equation

HRID 1857911 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[C:4]([CH3:19])=[C:3]1[Si:20]([CH3:23])([CH3:22])Cl)=[CH:11][CH:10]=[CH:9][CH:8]=3.[C:24]([NH2:28])([CH3:27])([CH3:26])[CH3:25]>C(Cl)Cl>[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[C:4]([CH3:19])=[C:3]1[Si:20]([CH3:23])([CH3:22])[NH:28][C:24]([CH3:27])([CH3:26])[CH3:25])=[CH:11][CH:10]=[CH:9][CH:8]=3

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 22124209HCID 22124209, compound

Product 1

HCID 22124216HCID 22124216, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a 500 ml round bottom flask containing 2.420 g (0.00718 mole) of (1,3-dimethyl-1H-cyclopenta[l]phenanthrene-2-yl)dimethylchlorosilane and 250 ml of methylene chloride was added 1.331 g (0.0180 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 2.120 g (79.0 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-fd526001deff422c9d17e22b21c064da
Source dataset
uspto-grants-2000_11
Patent number
US06150297

Reaction notes

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