2-Butene, 1-bromo-3-methyl- → HCID 62001283, compound

HRID 1917021Notes

Reaction equation

[SH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].[CH3:9][C:10]([CH3:14])=[CH:11][CH2:12]Br>>[CH3:9][C:10]([CH3:14])=[CH:11][CH2:12][S:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8]

Participants

Reactant 2

HCID 700922-Butene, 1-bromo-3-methyl-

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

Product 1

HCID 62001283HCID 62001283, compoundYield 99%

Procedure

This compound was prepared in 99% yield from 2-mercaptophenol and 3-methyl-2-butenylbromide according to the general procedure for 16p in Example VII. Colorless Oil; 1H NMR (CDCl3): δ 1.29 (s, 3H), 1.66 (s, 3H), 3.30 (d, J=8.00 Hz, 2H), 5.21-5.26 (m, 1H), 6.82 (s, 1H), 6.84 (dt, J=1.35 Hz, J=7.40 Hz, 1H), 6.96 (dd, J=1.10 Hz, J=8.25 Hz, 1H), 7.26 (dt, J=1.65 Hz, J=7.70 Hz, 1H), 7.43 (dd, J=1.95 Hz, J=7.70 Hz, 1H); 13C NMR (CDCl3): δ 17.25, 25.70, 34.79, 114.56, 118.66, 119.14, 120.53, 131.31, 136.87, 137.25, 157.44; HRMS (FAB): 194.07654 calcd for C11H14OS [M]+ 194.0771 (2.9 ppm, 0.6 mmu).

Sources & evidence

ORD record: ord-06f880506a284e5ab505bb28a79f9c99
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08618162B2

Reaction notes

Loading…