Ethanethiol → HCID 69780574, compound
Reaction equation
[CH2:1]([O:3][C:4](=[O:34])[CH2:5][C@@H:6]([C:26]1[CH:27]=[N:28][CH:29]=[C:30]([O:32]C)[CH:31]=1)[N:7]1[CH2:11][CH2:10][N:9]([CH2:12][CH2:13][CH2:14][C:15]2[CH:24]=[CH:23][C:22]3[CH2:21][CH2:20][CH2:19][NH:18][C:17]=3[N:16]=2)[C:8]1=[O:25])[CH3:2].C(S)C.[Al+3].[Cl-].[Cl-].[Cl-]>C(Cl)Cl>[CH2:1]([O:3][C:4](=[O:34])[CH2:5][C@@H:6]([C:26]1[CH:27]=[N:28][CH:29]=[C:30]([OH:32])[CH:31]=1)[N:7]1[CH2:11][CH2:10][N:9]([CH2:12][CH2:13][CH2:14][C:15]2[CH:24]=[CH:23][C:22]3[CH2:21][CH2:20][CH2:19][NH:18][C:17]=3[N:16]=2)[C:8]1=[O:25])[CH3:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a stirred solution of 16-3 (200 mg, 0.4278 mmol) and ethanethiol (0.5 ml) and CH2Cl2 (3 ml) was added AlCl3 (570 mg, 4.28 mmol). After 1.0 hour, the reaction was quenched with sat. NaHCO3. Ethyl acetate was added, and the reaction mixture was then purged with argon for 1.0 hour. The organic layer was separated, washed with brine, dried (MgSO4) and then concentrated to give the phenol 16-4 as a yellow oil.