Chloroacetic Acid → 2-(4-Methylphenyl)ethoxyacetic acid

Reaction equation

[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][CH2:7][OH:8])=[CH:4][CH:3]=1.Cl[CH2:12][C:13]([OH:15])=[O:14].CC1CCCCC1>>[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][CH2:7][O:8][CH2:12][C:13]([OH:15])=[O:14])=[CH:4][CH:3]=1

Participants

Reactant 3

HCID 300Chloroacetic Acid

HCID 7962Methylcyclohexane

HCID 952944-Methylphenethyl alcohol

Product 1

HCID 132089242-(4-Methylphenyl)ethoxyacetic acidYield 84%

Procedure

6.8 g of 4-methylphenethyl alcohol were reacted with 4.73 g of chloroacetic acid in a manner analogous to that described in Example 1(a) to give 8.1 g (84%) of 2-(4-methylphenyl)ethoxyacetic acid of melting point 65°-67° C. (from methylcyclohexane).

Sources & evidence

ORD record: ord-a32ec15ed4a0458bbc809d8357607719
Source dataset: uspto-grants-1987_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04649160

Reaction notes

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