HCID 17917405, compound → HCID 178506839, compound

HRID 1387651Notes

Reaction equation

HRID 1387651 reaction equation
[CH3:1][N:2]([CH3:21])[C:3]1[C:11]2[CH:10]=[C:9]3[C:12]([CH3:19])([CH3:18])[CH2:13][CH2:14][C:15]([CH3:17])([CH3:16])[C:8]3=[CH:7][C:6]=2[CH2:5][C:4]=1[CH3:20].[Li:22]CCCC>CCCCCC>[CH3:1][N:2]([CH3:21])[C:3]1[C:11]2[CH:10]=[C:9]3[C:12]([CH3:19])([CH3:18])[CH2:13][CH2:14][C:15]([CH3:16])([CH3:17])[C:8]3=[CH:7][C:6]=2[CH:5]([Li:22])[C:4]=1[CH3:20]

Participants

4

Reactant 2

HCID 17917405HCID 17917405, compoundHCID 178418339Butyllithium

Product 1

HCID 178506839HCID 178506839, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

3-(dimethylamino)-5,6,7,8-tetrahydro-2,5,5,8,8-pentamethyl-1H-benz(f)indene (2.11 g, 7.46 mmol) was stirred in hexane (75 mL) as n-BuLi (4.10 mL of 2.0 M solution in hexane, 8.20 mmol) was added slowly. This mixture was allowed to stir overnight during which time a pale yellow precipitate formed. After the reaction period the desired product was collected via filtration, washed with hexane, and dried under vacuum resulting in the isolation of a pale yellow solid which was used without further purification or analysis (2.00 g, 93 percent yield).

Workup

  1. additionwas added slowly
  2. customformed

Sources & evidence

ORD record
ord-dcecbaf5ca4c4d6e853131edd6a9c184
Source dataset
uspto-grants-2001_07
Patent number
US06268444B1

Reaction notes

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