Ethanethiol → HCID 69780574, compound

HRID 850622Notes

Reaction equation

HRID 850622 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

HCID 6343EthanethiolHCID 6451240Aluminum(III) ChlorideHCID 54261911HCID 54261911, compound

Product 1

HCID 69780574HCID 69780574, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

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.

Workup

  1. customthe reaction was quenched with sat. NaHCO3
  2. additionEthyl acetate was added
  3. customthe reaction mixture was then purged with argon for 1.0 hour
  4. customThe organic layer was separated
  5. washwashed with brine
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-bb44ec51a5574ddd8a0a376ce8b1e924
Source dataset
uspto-grants-2000_01
Patent number
US06017926

Reaction notes

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