Thionyl Chloride → HCID 18981065, compound

HRID 482438Notes

Reaction equation

HRID 482438 reaction equation
O[CH2:2][C:3]1[CH:15]=[C:14]([CH2:16][CH3:17])[CH:13]=[CH:12][C:4]=1[O:5][CH:6]([CH3:11])[C:7]([O:9][CH3:10])=[O:8].S(Cl)([Cl:20])=O>N1C=CC=CC=1.C(OCC)C>[Cl:20][CH2:2][C:3]1[CH:15]=[C:14]([CH2:16][CH3:17])[CH:13]=[CH:12][C:4]=1[O:5][CH:6]([CH3:11])[C:7]([O:9][CH3:10])=[O:8]

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 18981032Methyl 2-(2-hydroxymethyl-4-ethylphenoxy)propionate

Product 1

HCID 18981065HCID 18981065, compoundYield 100.8%

Reagents, catalysts & solvents 2

HCID 1049PyridineCatalystHCID 3283Diethyl EtherSolvent

Procedure

By the method of Example 1, Step H, 26.0 grams (0.109 mole) of methyl 2-(2-hydroxymethyl-4-ethylphenoxy)propionate and 14.3 grams (0.12 mole) of thionyl chloride were reacted in the presence of two drops of pyridine in 120 mL of diethyl ether, yielding 28.21 grams of methyl 2-(2-chloromethyl-4-ethylphenoxy)propionate. The NMR spectrum was consistent with the proposed spectrum.

Sources & evidence

ORD record
ord-bb5089597e1f4b77afa17f4fc29a9375
Source dataset
uspto-grants-1998_08
Patent number
US05798316

Reaction notes

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