Ethyl 3-(4-hydroxy-2,3-dimethylphenyl)propanoate → HCID 85471958, compound

HRID 2177321Notes

Reaction equation

HRID 2177321 reaction equation
CS(OCC1C(C2C=CC(Cl)=CC=2)=CSC=1C(F)(F)F)(=O)=O.CC1C(C)=C(O)C=CC=1CCC(OCC)=O.[Cl:39][C:40]1[CH:45]=[CH:44][C:43]([C:46]2[C:47]([CH2:55][O:56][C:57]3[CH:62]=[CH:61][C:60]([CH2:63][CH2:64][C:65]([O:67]CC)=[O:66])=[C:59]([CH3:70])[C:58]=3[CH3:71])=[C:48]([C:51]([F:54])([F:53])[F:52])[S:49][CH:50]=2)=[CH:42][CH:41]=1>>[Cl:39][C:40]1[CH:45]=[CH:44][C:43]([C:46]2[C:47]([CH2:55][O:56][C:57]3[CH:62]=[CH:61][C:60]([CH2:63][CH2:64][C:65]([OH:67])=[O:66])=[C:59]([CH3:70])[C:58]=3[CH3:71])=[C:48]([C:51]([F:54])([F:52])[F:53])[S:49][CH:50]=2)=[CH:42][CH:41]=1

Participants

4

Reactant 3

HCID 58566491Ethyl 3-(4-hydroxy-2,3-dimethylphenyl)propanoateHCID 90418312HCID 90418312, compoundHCID 90418624HCID 90418624, compound

Product 1

HCID 85471958HCID 85471958, compound

Procedure

The title compound was prepared according to the procedure described in Example 183 by coupling of [4-(4-chlorophenyl)-2-(trifluoromethyl)thiophen-3-yl]methyl methanesulfonate and ethyl 3-(2,3-dimethyl-4-hydroxyphenyl)propanoate followed by hydrolysis of ethyl 3-(4-((4-(4-chlorophenyl)-2-(trifluoromethyl)thiophen-3-yl)methoxy)-2,3-dimethylphenyl)propanoate to afford the desired product as an off-white solid. 1H NMR (400 MHz, CDCl3) δ 7.42 (s, 1H), 7.38 (m, 4H), 6.97 (d, J=6.5 Hz, 1H), 6.63 (d, J=6.5 Hz, 1H), 4.90 (s, 2H), 2.95 (t, J=7.0 Hz, 2H), 2.65 (t, J=7.0 Hz, 2H), 2.24 (s, 3H), 2.12 (s, 3H).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-b33c9212bd644ba080ee57f2e4a6703a
Source dataset
uspto-grants-2015_06
Patent number
US09067898B1

Reaction notes

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