Phenol, o-mercapto-(6CI,7CI,8CI) → HCID 61999202, compound

HRID 1917013Notes

Reaction equation

HRID 1917013 reaction equation
[SH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].[CH:9]1([CH2:15]Br)[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1>>[CH:9]1([CH2:15][S:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[OH:8])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

3

Reactant 2

HCID 70718Phenol, o-mercapto-(6CI,7CI,8CI)HCID 137636Cyclohexane, (bromomethyl)-

Product 1

HCID 61999202HCID 61999202, compoundYield 87%

Procedure

This compound was prepared in 87% yield from 2-mercaptophenol and cyclohexylmethyl bromide according to the procedure for 1p in Example VIII. Colorless oil; 1H NMR (CDCl3): 0.91-0.99, 1.10-1.24 (m, 3H), 1.39-1.47 (m, 1H), 1.62-1.67 (m, 2H), 1.85-1.87 (m, 2H), 6.74 (s, 1H), 6.85 (dt, J=1.35 Hz, J=7.70 Hz, 1H), 6.97 (dd, J=1.35 Hz, J=8.25 Hz, 1H), 7.24 (dt, J=1.65 Hz, J=7.42 Hz), 7.45 (dd, J=1.65 Hz, J=7.70 Hz); 13C NMR (CDCl3): δ 26.09, 26.45, 32.70, 37.86, 44.71, 114.83, 120.20, 120.85, 130.92, 135.86, 156.88; HRMS (FAB): 222.10784 calcd for C13H18OS [M]+. found 222.1064 (−6.5 ppm, −1.4 mmu).

Sources & evidence

ORD record
ord-5bf359156f5f49208e2a2758ff96e025
Source dataset
uspto-grants-2013_12
Patent number
US08618162B2

Reaction notes

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