Sodium Iodide → Benzene, 1-(4-iodo-1-butyn-1-yl)-4-(trifluoromethyl)-

HRID 852359Notes

Reaction equation

[F:1][C:2]([F:19])([F:18])[C:3]1[CH:8]=[CH:7][C:6]([C:9]#[C:10][CH2:11][CH2:12]OS(C)(=O)=O)=[CH:5][CH:4]=1.[Na+].[I-:21]>CC(=O)CC>[I:21][CH2:12][CH2:11][C:10]#[C:9][C:6]1[CH:7]=[CH:8][C:3]([C:2]([F:19])([F:18])[F:1])=[CH:4][CH:5]=1

Participants

Conditions

Temperature: 90 °C

Procedure

To a solution of 3.16 g (10.81 mmol) methanesulfonic acid 4-(4-trifluoromethyl-phenyl)-but-3-ynyl ester in 100 ml 2-butanone was added 3.24 g (21.62 mmol) NaI. The mixture was heated for 2 h at 90° C. The solvent was evaporated and the residue suspended in dichloromethane, ether was added and the suspension was filtrated. Evaporation of the organic phase gave 3.46 g of the title compound as an orange liquid.

Workup

customThe solvent was evaporated
additionether was added
filtrationthe suspension was filtrated
customEvaporation of the organic phase

Sources & evidence

ORD record: ord-83e01209fab64aa5b919d9764167e053
Source dataset: uspto-grants-2007_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07253192B2

Reaction notes

Loading…