2,3-Dichloropropene → HCID 61999010, compound

HRID 1917018Notes

Reaction equation

HRID 1917018 reaction equation
[SH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].[Cl:9][C:10](=[CH2:13])[CH2:11]Cl>>[Cl:9][C:10](=[CH2:11])[CH2:13][S:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8]

Participants

3

Reactant 2

HCID 65652,3-DichloropropeneHCID 70718Phenol, o-mercapto-(6CI,7CI,8CI)

Product 1

HCID 61999010HCID 61999010, compoundYield 49%

Procedure

This compound was synthesized in 49% yield from 2-mercaptophenol and 2-chloroallyl chloride according to the general procedure for 16p in Example VII. Pale oil; 1H NMR (CDCl3): 3.48 (d, J=0.7 Hz, 2H), 4.91 (d, J=0.65 Hz, 1H), 5.13 (d, J=1.35 Hz, 1H), 6.69 (s, 1H), 6.87 (dt, J=1.40 Hz, J=7.42 Hz, 1H), 6.99 (dd, J=1.35, J=8.25 Hz, 1H), 7.27 (dt, J=1.65 Hz, J=7.82 Hz, 1H), 7.45 (dd, J=1.65 Hz, J=7.70 Hz, 1H); 13C NMR (CDCl3): 45.30, 115.08, 115.98, 117.31, 120.91, 131.89, 136.59, 137.25, 157.56; HRMS (FAB): 200.00626 calcd for C9H9ClOS [M]+. found 200.00598 (−1.3 ppm, −0.3 mmu).

Sources & evidence

ORD record
ord-141f753f8cf64b76b4b92dc418a78e3e
Source dataset
uspto-grants-2013_12
Patent number
US08618162B2

Reaction notes

Loading…