Ethanethiol → HCID 22228620, compound

HRID 1744286Notes

Reaction equation

HRID 1744286 reaction equation
[CH:1]([C:4]1[CH:5]=[C:6]([CH:25]=[CH:26][C:27]=1[O:28]C)[O:7][C:8]1[C:22]([CH3:23])=[CH:21][C:11]2[C:12]([CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:13][O:14][C:10]=2[C:9]=1[CH3:24])([CH3:3])[CH3:2].[Cl-].[Cl-].[Cl-].[Al+3].C(S)C>ClCCl>[OH:28][C:27]1[CH:26]=[CH:25][C:6]([O:7][C:8]2[C:22]([CH3:23])=[CH:21][C:11]3[C:12]([CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:13][O:14][C:10]=3[C:9]=2[CH3:24])=[CH:5][C:4]=1[CH:1]([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 6343EthanethiolHCID 6451240Aluminum(III) ChlorideHCID 22228638HCID 22228638, compound

Product 1

HCID 22228620HCID 22228620, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

34 mg (0.09 mmol) of ethyl 2-[6-(3-isopropyl-4-methoxyphenoxy)-5,7-dimethyl-1-benzofuran-3-yl]acetate in 3 ml of dichloromethane are added, at 0° C., to 34 mg (0.26 mmol) of aluminum trichloride and 83 mg (1.3 mmol) of ethanethiol. The mixture is stirred at room temperature for 6 hours, concentrated in vacuo and purified chromatographically (toluene/ethyl acetate). 24 mg (73%) of ethyl 2-[6-(4-hydroxy-3-isopropylphenoxy)-5,7-dimethyl-1-benzofuran-3-yl]acetate are obtained.

Workup

  1. concentrationconcentrated in vacuo
  2. custompurified chromatographically (toluene/ethyl acetate)

Sources & evidence

ORD record
ord-a75c4a64f1694242b5af272469165518
Source dataset
uspto-grants-2006_03
Patent number
US07015246B2

Reaction notes

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