Methyl 2-(3-ethoxy-5-ethyl-2-fluorophenyl)-2-hydroxyacetate → Methyl 2-(5-ethyl-2-fluoro-3-methoxyphenyl)-2-hydroxyacetate

Reaction equation

C(C1C=C(OC)C(F)=C(C(O)C#N)C=1)C.[CH2:16]([O:18][C:19]1[C:20]([F:33])=[C:21]([CH:27]([OH:32])[C:28]([O:30][CH3:31])=[O:29])[CH:22]=[C:23]([CH2:25][CH3:26])[CH:24]=1)C>>[CH2:25]([C:23]1[CH:24]=[C:19]([O:18][CH3:16])[C:20]([F:33])=[C:21]([CH:27]([OH:32])[C:28]([O:30][CH3:31])=[O:29])[CH:22]=1)[CH3:26]

Participants

Reactant 2

HCID 57942688Methyl 2-(3-ethoxy-5-ethyl-2-fluorophenyl)-2-hydroxyacetate

HCID 598380052-(5-Ethyl-2-fluoro-3-methoxyphenyl)-2-hydroxyacetonitrile

Product 1

HCID 59838057Methyl 2-(5-ethyl-2-fluoro-3-methoxyphenyl)-2-hydroxyacetate

Procedure

119C was prepared from 119B using a procedure similar to that used in the preparation of 118F. 1H NMR (400 MHz, CDCl3) δ ppm 1.21 (t, J=7.69 Hz, 3H) 2.59 (q, J=7.47 Hz, 2H) 3.76 (s, 3H) 3.87 (s, 3H) 5.38 (s, 1H) 6.65-6.85 (m, 2H).

Sources & evidence

ORD record: ord-d116da0978604a0c8d50f494b347d03a
Source dataset: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07622585B2

Reaction notes

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