2-Methyl-3-butyn-2-ol → HCID 22959839, compound

HRID 2304032Notes

Reaction equation

HRID 2304032 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH3:10])[C:5]([Cl:9])=[CH:6][C:7]=1[F:8].[CH3:11][C:12]([OH:16])([C:14]#[CH:15])[CH3:13]>>[Cl:9][C:5]1[C:4]([CH3:10])=[CH:3][C:2]([C:15]#[C:14][C:12]([CH3:13])([OH:16])[CH3:11])=[C:7]([F:8])[CH:6]=1

Participants

3

Reactant 2

HCID 82582-Methyl-3-butyn-2-olHCID 110095875-Bromo-2-chloro-4-fluorotoluene

Product 1

HCID 22959839HCID 22959839, compound

Procedure

By the method of Example (IV-1), 100 mmol of 3-bromo-6-chloro-4-fluoro-toluene are reacted with 2-methyl-3-butin-2-ol to give 1-(4-chloro-2-fluoro-5-methyl-phenyl)-3-methyl-1-butin-3-ol, except that the mixture is only filtered after the reaction and not concentrated. The filtrate is then admixed with 1.5 g of sodium hydroxide (powder) and the mixture is heated to the boil in a distillation apparatus (with Vigreux column). Distillate is continuously removed, until the boiling point of triethylamine (89° C.) is reached. The mixture is then allowed to cool, filtered and flashed with some ml of triethylamine. The filtrate is subsequently subjected to fractional distillation.

Sources & evidence

ORD record
ord-079ffdd47417430fa2a40612b5210ee7
Source dataset
uspto-grants-2002_08
Patent number
US06433210B1

Reaction notes

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