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

HRID 1063654Notes

Reaction equation

HRID 1063654 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1O.C[O:10][C:11](=[O:24])[CH2:12][O:13][C:14]1[CH:19]=[CH:18][C:17]([S:20][C:21]#N)=[CH:16][C:15]=1[CH3:23]>>[C:2]1([C:1]2[CH:6]=[CH:7][CH:2]=[CH:3][CH:4]=2)[CH:7]=[CH:6][C:5]([CH2:21][S:20][C:17]2[CH:18]=[CH:19][C:14]([O:13][CH2:12][C:11]([OH:10])=[O:24])=[C:15]([CH3:23])[CH:16]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 335O-CresolHCID 85845774(2-Methyl-4-thiocyanato-phenoxy)-acetic acid methyl ester2×

Product 1

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

Procedure

The title compound was prepared in a manner analogous to Example 1B from 2-methylphenol. 400 MHz 1H NMR (DMSO-d6) δ 10.09 (s, 1H), 7.36 (s, 1H), 7.30 (d, 1H, J=8.1 Hz), 6.83 (d, 1H, J=8.1 Hz), 2.08 (s, 3H); MS m/z 166 (M+1). Step 2. Preparation of (2-Methyl-4-thiocyanato-phenoxy)-acetic acid methyl ester (Compound 2B)

Sources & evidence

ORD record
ord-5f553fd1403e4807b808bff0091d569f
Source dataset
uspto-grants-2005_11
Patent number
US06964983B2

Reaction notes

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