4-Chloro-3-methylphenol → (S)-Methyl 2-(4-chloro-3-methylphenoxy)butanoate

Reaction equation

[OH:1][C@H:2]([CH2:7][CH3:8])[C:3]([O:5][CH3:6])=[O:4].[Cl:9][C:10]1[CH:15]=[CH:14][C:13](O)=[CH:12][C:11]=1[CH3:17]>>[Cl:9][C:10]1[CH:15]=[CH:14][C:13]([O:1][C@@H:2]([CH2:7][CH3:8])[C:3]([O:5][CH3:6])=[O:4])=[CH:12][C:11]=1[CH3:17]

Participants

Reactant 2

HCID 17324-Chloro-3-methylphenol

HCID 11701033(R)-Methyl 2-hydroxybutanoate

Product 1

HCID 71075464(S)-Methyl 2-(4-chloro-3-methylphenoxy)butanoate

Procedure

The title compound was prepared following the same protocol as described in Step 1, Example 42, using the (R)-methyl 2-hydroxybutanoate instead of the (S)-methyl 2-hydroxypropanoate and the 4-chloro-3-methylphenol instead of the m-cresol.

Sources & evidence

ORD record: ord-29aa7427a7684e3b8b246c8d56aeac77
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09051265B2

Reaction notes

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