[4-(Biphenyl-4-ylmethylsulfanyl)-2-methyl-phenoxy]-acetic acid methyl ester → [4-(Biphenyl-4-ylmethylsulfanyl)-2-methyl-phenoxy]-acetic acid

HRID 1063655Notes

Reaction equation

HRID 1063655 reaction equation
COC(=O)COC1C=CC(SC#N)=CC=1C.C[O:18][C:19](=[O:43])[CH2:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([S:28][CH2:29][C:30]2[CH:35]=[CH:34][C:33]([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)=[CH:32][CH:31]=2)=[CH:24][C:23]=1[CH3:42]>>[C:33]1([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[CH:32]=[CH:31][C:30]([CH2:29][S:28][C:25]2[CH:26]=[CH:27][C:22]([O:21][CH2:20][C:19]([OH:43])=[O:18])=[C:23]([CH3:42])[CH:24]=2)=[CH:35][CH:34]=1

Participants

3

Reactant 2

HCID 20827013[4-(Biphenyl-4-ylmethylsulfanyl)-2-methyl-phenoxy]-acetic acid methyl ester2×HCID 85845774(2-Methyl-4-thiocyanato-phenoxy)-acetic acid methyl ester

Product 1

HCID 22280164[4-(Biphenyl-4-ylmethylsulfanyl)-2-methyl-phenoxy]-acetic acid

Procedure

The title compound was prepared from (2-methyl-4-thiocyanato-phenoxy)-acetic acid methyl ester in a manner analogous to Example 1D. 400 MHz 1H NMR (DMSO-d6) δ 7.05 (s, 1H), 7.00 (d, 1H, J=10.3 Hz), 6.70 (d, 1H, J=10.3 Hz), 5.00 (s, 1H), 4.73 (s, 1H), 3.63 (s, 3H), 2.09 (s, 3H); MS m/z 213 (M+1). Step 4. Preparation of [4-(Biphenyl-4-ylmethylsulfanyl)-2-methyl-phenoxy]-acetic acid methyl ester (Compound 2D)

Sources & evidence

ORD record
ord-c845400ecbd74fe092870499cc1f2ed2
Source dataset
uspto-grants-2005_11
Patent number
US06964983B2

Reaction notes

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