Ethyl 3-(4-hydroxy-2,3-dimethylphenyl)propanoate → HCID 85471824, compound

HRID 2177353Notes

Reaction equation

C(C1C=CC(C2SC=CC=2CO)=CC=1)C.OC1C=CC(CCC(OCC)=O)=C(C)C=1C.[CH2:32]([C:34]1[CH:39]=[CH:38][C:37]([C:40]2[S:41][CH:42]=[CH:43][C:44]=2[CH2:45][O:46][C:47]2[CH:52]=[CH:51][C:50]([CH2:53][CH2:54][C:55]([O:57]CC)=[O:56])=[C:49]([CH3:60])[C:48]=2[CH3:61])=[CH:36][CH:35]=1)[CH3:33]>>[CH2:32]([C:34]1[CH:35]=[CH:36][C:37]([C:40]2[S:41][CH:42]=[CH:43][C:44]=2[CH2:45][O:46][C:47]2[CH:52]=[CH:51][C:50]([CH2:53][CH2:54][C:55]([OH:57])=[O:56])=[C:49]([CH3:60])[C:48]=2[CH3:61])=[CH:38][CH:39]=1)[CH3:33]

Participants

Reactant 3

HCID 58566491Ethyl 3-(4-hydroxy-2,3-dimethylphenyl)propanoate

HCID 90418678HCID 90418678, compound

HCID 90418719HCID 90418719, compound

Product 1

HCID 85471824HCID 85471824, compound

Procedure

The title compound was prepared according to the procedure described in Example 207 by coupling of (2-(4-ethylphenyl)thiophen-3-yl)methanol and ethyl 3-(4-hydroxy-2,3-dimethyl phenyl)propanoate followed by hydrolysis of ethyl 3-(4-((2-(4-ethylphenyl)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 (d, J=7.5 Hz, 2H), 7.24 (m, 4H), 6.95 (d, J=6.5 Hz, 1H), 6.65 (d, J=6.5 Hz, 1H), 4.98 (s, 2H), 2.96 (t, J=5.0 Hz, 2H), 2.70 (q, J=5.1 Hz, 2H), 2.62 (t, J=5.2 Hz, 2H), 2.28 (s, 3H), 2.22 (s, 3H), 1.26 (t, J=7.0 Hz, 3H).

Workup

customThe title compound was prepared

Sources & evidence

ORD record: ord-548b202a6488492e836006da86236dce
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09067898B1

Reaction notes

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