Methyl iodide → 9-Methylfluorene

HRID 1918424Notes

Reaction equation

[CH:1]1[C:13]2[CH2:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[Li][CH2:15]CCC.IC.OC1O[C@@H](CO)[C@H](O)[C@H](O)[C@H]1O>>[CH3:15][CH:12]1[C:11]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[C:5]2[C:13]1=[CH:1][CH:2]=[CH:3][CH:4]=2

Participants

Reactant 4

HCID 6328Methyl iodide

HCID 6853Fluorene

HCID 10219674L-Altrose

HCID 178418339Butyllithium

Product 1

HCID 172999-Methylfluorene

Procedure

Fluorene (15.0 g, 90.4 mmol), n-BuLi (48.1 ml, 120 mmol, 2.5 M in hexane), RX=iodomethane (19.3 g, 136 mmol). 40 was isolated as a yellowish waxy solid (16.2 g, quant.). The analytical data were identical to those in the literature (M. A. Schmidt, H. G. Alt, W. Milius, J. Organomet. Chem. 1996, 525, 15).

Workup

custom40 was isolated as a yellowish waxy solid (16.2 g, quant.)

Sources & evidence

ORD record: ord-4345399dd4d14219a53ce9a4c1f77ef7
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08618328B2

Reaction notes

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