Dichlorodimethylsilane → HCID 70148191, compound

HRID 1279903Notes

Reaction equation

HRID 1279903 reaction equation
[CH3:1][CH:2]1[CH2:14][C:13]2[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH2:6][C:5]=2[CH2:4][CH2:3]1.[CH2:15]([Li])[CH2:16][CH2:17][CH3:18].Cl[Si:21](Cl)([CH3:23])[CH3:22]>>[CH3:1][CH:2]1[CH2:14][C:13]2[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH2:6][C:5]=2[CH:4]([Si:21]([CH:15]2[C:5]3[CH2:6][C:7]4[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=4)[C:13]=3[CH2:14][CH:17]([CH3:18])[CH2:16]2)([CH3:23])[CH3:22])[CH2:3]1

Participants

4

Reactant 3

HCID 6398DichlorodimethylsilaneHCID 86758508HCID 86758508, compoundHCID 178418339Butyllithium

Product 1

HCID 70148191HCID 70148191, compoundYield 29%

Procedure

Following the procedure described in example 1 [step (c)], 3methyltetrahydrofluorene (3.00 g, 16.3 mmol), butyllithium (16.30 mmol) and dichlorodimethylsilane (0.99 ml, 8.15 mmol) gave bis-(3-methyltetrahydro-fluorenyl) dimethylsilane (1.00 g, 29%) as a white solid that was recrystallized from hexane; mp 179-180° C., 1H NMR (CDCl3): δ7.38-6.90 (m, 6H, arom), 3.47 (s, 2H, C5), 2.50-2.45 (m, 8H), 2.48 (s, 6H, CH3), 1.87-1.58 (m, 8H), −0.27 (s, 6H, Si—CH3). Analysis calculated for C30H36Si: C, 84.84; H, 8.54. Found C, 84.57; H, 8.70.

Sources & evidence

ORD record
ord-af33d685c2ec4b8688251fd5b7be4e5e
Source dataset
uspto-grants-2002_09
Patent number
US06448424B1

Reaction notes

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