Methanol--water (1/1) → HCID 69312246, compound

HRID 1792156Notes

Reaction equation

HRID 1792156 reaction equation
[C:1]([O:5][C:6]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14](SC)[CH:15]=2)[CH:10]=[C:9]1[CH3:19])=[O:7])([CH3:4])([CH3:3])[CH3:2].O[O:21][S:22]([O-:24])=O.[K+].[CH3:26]O.O>>[C:1]([O:5][C:6]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([S:22]([CH3:26])(=[O:24])=[O:21])[CH:15]=2)[CH:10]=[C:9]1[CH3:19])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 22242641Methanol--water (1/1)HCID 23707502Potassium hydroxy sulfiteHCID 69317257HCID 69317257, compound

Product 1

HCID 69312246HCID 69312246, compound

Procedure

The product of step 1 (20.3 g) was treated with 135 g OXONE™ in 300 mL 1:1 MeOH/water for 2 h. The mixture was partitioned between methylene chloride and water, the organic layer was separated, washed, dried, and evaporated to dryness to yield 6-methanesulfonyl-2-methyl-indole-1-carboxylic acid tert-butyl ester (16 g) as a solid.

Workup

  1. customThe mixture was partitioned between methylene chloride and water
  2. customthe organic layer was separated
  3. washwashed
  4. customdried
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-d3e61d42c900447d958fe32e9fec35c7
Source dataset
uspto-grants-2006_07
Patent number
US07074939B2

Reaction notes

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