Isopropyl iodide → 2-[(1-Methylethyl)thio]phenol

HRID 1917010Notes

Reaction equation

[SH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].[CH:9](I)([CH3:11])[CH3:10]>>[CH:9]([S:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8])([CH3:11])[CH3:10]

Participants

Reactant 2

HCID 6362Isopropyl iodide

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

Product 1

HCID 5811332-[(1-Methylethyl)thio]phenolYield 51%

Procedure

This compound was prepared in 51% yield from 2-mercaptophenol and isopropyl iodide according to the procedure for 1p in Example VIII. Colorless Oil; 1H NMR (CDCl3): δ 1.25 (d, J=6.85 Hz, 6H), 3.09 (s-7, J=6.66 Hz, 1H), 6.85 (s, 1H), 6.87 (dd, J=1.10 Hz, J=7.45 Hz, 1H), 6.99 (dd, J=1.10 Hz, J=7.95 Hz, 1H), 7.27 (dd, J=1.65 Hz, J=7.95 Hz, 1H), 7.44 (dd, J=1.65 Hz, J=7.70 Hz, 1H);); 13C NMR (CDCl3): δ 23.36, 40.66, 114.71, 118.02, 120.61, 131.44, 137.00, 157.56; HRMS (FAB): 169.06872 calcd for C9H12OS [M+1]+. found 169.06956 (3.1 ppm, 0.5 mmu).

Sources & evidence

ORD record: ord-34b100cc640943c0882f9c09982493ef
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08618162B2

Reaction notes

Loading…