6-Chlorothymol → HCID 86599067, compound

HRID 2115919Notes

Reaction equation

HRID 2115919 reaction equation
[Cl:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([OH:9])=[C:4]([CH:10]([CH3:12])[CH3:11])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:19](Br)[CH:20]=[CH2:21].C(OCC=C)C=C>C1(C)C=C(C)C=C(C)C=1>[CH2:21]([C:6]1[C:7]([CH3:8])=[C:2]([Cl:1])[CH:3]=[C:4]([CH:10]([CH3:12])[CH3:11])[C:5]=1[OH:9])[CH:20]=[CH2:19]

Participants

6

Reactant 4

HCID 69826-ChlorothymolHCID 7841Allyl bromideHCID 11194Diallyl etherHCID 11430Potassium Carbonate

Product 1

HCID 86599067HCID 86599067, compoundYield 73.5%

Reagents, catalysts & solvents 1

HCID 7947MesityleneSolvent

Procedure

Treatment of 4-chloro-2-isopropyl-5-methylphenol (10.00 g, 0.054 mol) with potassium carbonate (29.94 g, 0.217 mol) and allyl bromide (7.86 g, 0.065 mol), followed by refluxing the resultant allyl ether in mesitylene generally according to the procedure described for Intermediate 8 provided 8.92 g (73%) of 2-allyl-4-chloro-6-isopropyl-3-methylphenol as a colorless oil. Rf=0.85 (silica, ethyl acetate:hexanes 1:9); Anal. calcd. for C13H17ClO: C, 69.48; H, 7.62. Found: C, 69.87; H, 7.43.

Sources & evidence

ORD record
ord-f1745cc727e84abaa3d132090ea6ae1c
Source dataset
uspto-grants-2008_10
Patent number
US07435837B2

Reaction notes

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