Cesium carbonate → (7-Mercapto-indan-4-yloxy)-acetic Acid Methyl Ester

HRID 2307883Notes

Reaction equation

HRID 2307883 reaction equation
[S:1]([C:4]1[C:12]2[CH2:11][CH2:10][CH2:9][C:8]=2[C:7]([OH:13])=[CH:6][CH:5]=1)C#N.C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:21][C:22]([O:24][CH3:25])=[O:23]>C(#N)C>[CH3:25][O:24][C:22](=[O:23])[CH2:21][O:13][C:7]1[CH:6]=[CH:5][C:4]([SH:1])=[C:12]2[C:8]=1[CH2:9][CH2:10][CH2:11]2

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 60984Methyl bromoacetateHCID 222801707-Thiocyanato-indan-4-ol

Product 1

HCID 20770872(7-Mercapto-indan-4-yloxy)-acetic Acid Methyl Ester

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

7-Thiocyanato-indan-4-ol (Example 7B) (1.47 g, 7.7 mmol), cesium carbonate (3.77 g, 11.6 mmol) and methyl bromoacetate (1.24 g, 8.08 mmol) were stirred in 20 ml acetonitrile at ambient temperature for 4 h. The reaction was filtered and concentrated. The crude product was treated under the conditions of Example 2D to afford the title product. MS m/z 239 (M+1).

Workup

  1. filtrationThe reaction was filtered
  2. concentrationconcentrated
  3. additionThe crude product was treated under the conditions of Example 2D

Sources & evidence

ORD record
ord-aa4c4f7e8415437b8f2f0c91f314aa5d
Source dataset
uspto-grants-2004_12
Patent number
US06833380B2

Reaction notes

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