(S)-ethyl 2-tert-butoxy-2-(5,7-difluoro-3-methyl-1-(trifluoromethylsulfonyloxy)naphthalen-2-yl)acetate → (S)-ethyl 2-tert-butoxy-2-(4,5,7-trifluoro-1-hydroxy-3-methylnaphthalen-2-yl)acetate

HRID 926191Notes

Reaction equation

HRID 926191 reaction equation
C(O[C@@H](C1C(C)=C([F:23])C2C(=CC=C(Cl)C=2)C=1O)C(OCC)=O)(C)(C)C.[C:26]([O:30][C@@H:31]([C:37]1[C:46]([CH3:47])=[CH:45][C:44]2[C:39](=[CH:40][C:41]([F:49])=[CH:42][C:43]=2[F:48])[C:38]=1[O:50]S(C(F)(F)F)(=O)=O)[C:32]([O:34][CH2:35][CH3:36])=[O:33])([CH3:29])([CH3:28])[CH3:27]>>[C:26]([O:30][C@@H:31]([C:37]1[C:46]([CH3:47])=[C:45]([F:23])[C:44]2[C:39](=[CH:40][C:41]([F:49])=[CH:42][C:43]=2[F:48])[C:38]=1[OH:50])[C:32]([O:34][CH2:35][CH3:36])=[O:33])([CH3:27])([CH3:29])[CH3:28]

Participants

3

Reactant 2

HCID 89681775(S)-ethyl 2-tert-butoxy-2-(5,7-difluoro-3-methyl-1-(trifluoromethylsulfonyloxy)naphthalen-2-yl)acetateHCID 89681784(S)-ethyl 2-tert-butoxy-2-(6-chloro-4-fluoro-1-hydroxy-3-methylnaphthalen-2-yl)acetate

Product 1

HCID 89681774(S)-ethyl 2-tert-butoxy-2-(4,5,7-trifluoro-1-hydroxy-3-methylnaphthalen-2-yl)acetate

Procedure

(S)-ethyl 2-tert-butoxy-2-(4,5,7-trifluoro-1-hydroxy-3-methylnaphthalen-2-yl)acetate was prepared in a similar way as (S)-ethyl 2-tert-butoxy-2-(6-chloro-4-fluoro-1-hydroxy-3-methylnaphthalen-2-yl)acetate in Example 7 except (S)-ethyl 2-tert-butoxy-2-(5,7-difluoro-3-methyl-1-(trifluoromethylsulfonyloxy)naphthalen-2-yl)acetate was used instead of (S)-ethyl 2-tert-butoxy-2-(6-chloro-1-hydroxy-3-methylnaphthalen-2-yl)acetate.

Sources & evidence

ORD record
ord-94976b177d294f1093a80faf68dfd221
Source dataset
uspto-grants-2016_03
Patent number
US09284323B2

Reaction notes

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