Fluorene → 9H-Fluorene, propyl-

HRID 871193Notes

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][CH2:16][CH2:17]C.ICCC>>[CH2:15]([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)[CH2:16][CH3:17]

Participants

Reactant 3

HCID 6853Fluorene

HCID 336431-Iodopropane

HCID 178418339Butyllithium

Product 1

HCID 1780179H-Fluorene, propyl-

Procedure

Fluorene (15.0 g, 90.4 mmol), n-BuLi (48.1 ml, 120 mmol, 2.5 M in hexane), RX=1-iodopropane (20.8 g, 122.3 mmol). 43 was isolated as a yellowish solid (18.6 g, quant.). The analytical data were identical to those found in the literature (A. Mathieu, Bull. Soc. Chim. Fr. 1971, 1526).

Workup

custom43 was isolated as a yellowish solid (18.6 g, quant.)

Sources & evidence

ORD record: ord-9c5321aec6cb498d9b07958e53da3c2f
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08969624B2

Reaction notes

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