Phenol, o-mercapto-(6CI,7CI,8CI) → HCID 62028004, compound

HRID 1917015Notes

Reaction equation

HRID 1917015 reaction equation
[SH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].S(C1C=CC(C)=CC=1)(O[CH2:13][CH:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1)(=O)=O>>[CH:14]1([CH2:13][S:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[OH:8])[CH2:18][CH2:17][CH2:16][CH2:15]1

Participants

3

Reactant 2

HCID 70718Phenol, o-mercapto-(6CI,7CI,8CI)HCID 12568544Cyclopentylmethyl 4-methylbenzene-1-sulfonate

Product 1

HCID 62028004HCID 62028004, compoundYield 83%

Procedure

This compound was prepared in 83% yield from 2-mercaptophenol and cyclopentylmethyl tosylate according to the procedure for 1p in Example VIII. Colorless oil; 1H NMR (CDCl3): δ 1.20-1.26 (m, 2H), 1.50-1.65 (m, 4H), 1.78-1.84 (m, 2H), 1.99 (s-7, J=7.45 Hz, 1H), 2.68 (J=7.40 Hz, 2H), 6.78 (s, 1H), 6.86 (dt, J=1.35 Hz, J=7.55 Hz, 1H), 7.24 (dt, J=1.65 Hz, J=7.85 Hz, 1H), 7.46 (dd, J=1.65, J=7.70 Hz, 1H); 13C NMR (CDCl3): δ 25.38, 32.32, 39.71, 43.33, 114.74, 119.64, 120.79, 130.94, 135.89, 156.90; HRMS (FAB): 208.09219 calcd for C12H16OS [M]+. found 208.09134 (−4.3 ppm, −0.9 mmu).

Sources & evidence

ORD record
ord-02a877cede9c4366b616b008bb622457
Source dataset
uspto-grants-2013_12
Patent number
US08618162B2

Reaction notes

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