Benzyl mercaptan → HCID 131736281, compound

HRID 1053515Notes

Reaction equation

HRID 1053515 reaction equation
[C:1]1([S:7][CH:8]=[CH:9][C:10]([O:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[CH:15][CH:14]=2)=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:25](OC1C=CC(C2C=CC=CC=2)=CC=1)(=O)C#C.C1C=CC(CS)=CC=1>>[CH2:1]([S:7][CH:8]=[CH:9][C:10]([O:12][C:13]1[CH:14]=[CH:15][C:16]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)=[CH:17][CH:18]=1)=[O:11])[C:6]1[CH:5]=[CH:4][CH:3]=[CH:2][CH:25]=1

Participants

4

Reactant 3

HCID 7509Benzyl mercaptanHCID 10560973HCID 10560973, compoundHCID 131736280HCID 131736280, compound

Product 1

HCID 131736281HCID 131736281, compoundYield 91%

Procedure

The compound 5 was prepared according to the method described for compound 4 employing compound 1 (200 mg, 0.89 mmol) and benzylthiol (112 mg, 0.89 mmol) to give white solid compound 5 (284 mg, 91%). 1H NMR (300 MHz, CDCl3) δ 4.10 (s, 2H), 6.02 (d, J=15.1 Hz, 1H), 7.18 (d, J=8.3 Hz, 2H), 7.39 (m, 8H), 7.57 (t, J=5.9 Hz, 4H), 7.94 (d, J=15.1 Hz, 1H). HRMS ESI (m/z): Calculated for C22H18O2S ([M+H]+): 347.1028. found: 347.1101.

Workup

  1. customThe compound 5 was prepared

Sources & evidence

ORD record
ord-804a3325876344f5bcf25bde3e51dbab
Source dataset
uspto-grants-2016_07
Patent number
US09393306B2

Reaction notes

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