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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 371368Generated: October 25, 2026

Methyl iodide → HCID 20272630, compound

https://huagongshe.com/reaction/371368

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantIsobutyl chlorideHCID 10554—
ReactantMagnesiumHCID 5462224—
Reactant3-Butyn-2-ol, 1,1,1-trifluoro-4-phenyl-HCID 11412978—
ReactantHCID 178418368HCID 178418368—
CatalystBis(cyclopentadienyl)titanium(IV) chlorideHCID 416358—
SolventDiethyl EtherHCID 3283—
ProductHCID 20272630HCID 2027263063%

Reaction Steps

In an isobutylmagnesium chloride solution that was prepared by reacting isobutyl chloride (3.74 g, 40 mmol) and magnesium (0.97 g, 40 mmol) in dry ether (40 ml) at 0° C., dichlorobis(π-cyclopentadienyl)titanium (0.22 g, 0.9 mmol) and 1,1,1-trifluoro-4-phenyl-3-butyne-2-ol (2 g, 10 mmol) were slowly added at 0° C. After 4 hour agitation of the mixture at room temperature, solvent was removed under heating for 30 min. Next, dry tetrahydrofuran (20 ml) was put into the reaction vessel and further methyl iodide (12.7 g, 90 mmol) was slowly added. After 12 hour agitation, the reaction mixture was treated by a method similar to the one in the above Examples to obtain (Z)-1,1,1-trifluoro-4-phenyl-3-pentene-2-ol (b.p.: 84°-86° C./2 mmHg) at a yield of 63%. The above product gave the following analytical data:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04532020
Source datasetuspto-grants-1985_07
ORD IDord-c7b863e996644d2aa218b8222f6844f3
Source noteuspto-grants-1985_07