(S)-2-tert-butoxy-2-(1-(4-chlorophenyl)-3-methylnaphthalen-2-yl)acetic acid → Tert-butoxy-[1-(2,4-dichloro-phenyl)-3-methyl-naphthalen-2-yl]-acetic acid

HRID 514030Notes

Reaction equation

HRID 514030 reaction equation
[C:1]([O:5][C@@H:6]([C:10]1[C:19]([CH3:20])=[CH:18][C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]=1[C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=1)[C:7]([OH:9])=[O:8])([CH3:4])([CH3:3])[CH3:2].FC(F)(F)S(OC1C(C)=CC2C(=CC=CC=2)C=1C1C=CC([Cl:51])=CC=1Cl)(=O)=O>>[C:1]([O:5][CH:6]([C:10]1[C:19]([CH3:20])=[CH:18][C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]=1[C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:22]=1[Cl:51])[C:7]([OH:9])=[O:8])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 56601710(S)-2-tert-butoxy-2-(1-(4-chlorophenyl)-3-methylnaphthalen-2-yl)acetic acidHCID 866915371-(2,4-Dichlorophenyl)-3-methylnaphthalen-2-yl trifluoromethanesulfonate

Product 1

HCID 56602319Tert-butoxy-[1-(2,4-dichloro-phenyl)-3-methyl-naphthalen-2-yl]-acetic acid

Procedure

tert-butoxy-[1-(2,4-dichloro-phenyl)-3-methyl-naphthalen-2-yl]-acetic acid (33) was prepared in a similar manner as compound 3K in Example 1, except starting from 1-(2,4-dichlorophenyl)-3-methylnaphthalen-2-yl trifluoromethanesulfonate instead of 3E. 1H-NMR: 400 MHz, (CD3CN) δ: 7.84 (d, 1H), 7.78 (s, 1H), 7.69 (d, 1H), 7.63 (d, 1H), 7.47-7.54 (m, 2H), 7.37 (app dt, 1H), 7.16 (d, 1H), 5.17 (s, 1H), 2.60 (s, 3H), 1.06 (s, 9H).

Sources & evidence

ORD record
ord-1c2edda4c8bd4b94abc03c530e43a736
Source dataset
uspto-grants-2015_08
Patent number
US09102614B2

Reaction notes

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