HCID 70818507, compound → Tert-butoxy-[4-(2-chloro-phenyl)-2,5-dimethyl-thiophen-3-yl]-acetic acid

HRID 591081Notes

Reaction equation

C(OC(C1C(B2OC(C)(C)C(C)(C)O2)=C(C)SC=1C)C(OCC)=O)(C)(C)C.[C:28]([O:32][CH:33]([C:39]1[C:43]([C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][C:45]=2[Cl:50])=[C:42]([CH3:51])[S:41][C:40]=1[CH3:52])[C:34]([O:36]CC)=[O:35])([CH3:31])([CH3:30])[CH3:29]>>[C:28]([O:32][CH:33]([C:39]1[C:43]([C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][C:45]=2[Cl:50])=[C:42]([CH3:51])[S:41][C:40]=1[CH3:52])[C:34]([OH:36])=[O:35])([CH3:31])([CH3:30])[CH3:29]

Participants

Reactant 2

HCID 70818507HCID 70818507, compound

HCID 70819373HCID 70819373, compound

Product 1

HCID 70818348Tert-butoxy-[4-(2-chloro-phenyl)-2,5-dimethyl-thiophen-3-yl]-acetic acid

Procedure

Using the procedure described in example 29, step 2, ethyl tert-butoxy-[4-(2-chloro-phenyl)-2,5-dimethyl-thiophen-3-yl]-acetate (28f) (110 mg, 0.29 mmol) is converted, after purification by flash chromatography on silica gel (dichloromethane/methanol 95/5), to tert-butoxy-[4-(2-chloro-phenyl)-2,5-dimethyl-thiophen-3-yl]-acetic acid (example 51) (67 mg, 0.19 mmol, 67%).

Workup

customafter purification by flash chromatography on silica gel (dichloromethane/methanol 95/5)

Sources & evidence

ORD record: ord-86efcdfb709c44a8b88c1b2540c08e6e
Source dataset: uspto-grants-2016_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09238026B2

Reaction notes

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