Water → HCID 22237001, compound

HRID 1744044Notes

Reaction equation

HRID 1744044 reaction equation
O[CH:2]([C:6]1[C:7]([CH3:19])=[C:8]2[C:12](=[CH:13][C:14]=1[CH3:15])[N:11]([C:16](=[O:18])[CH3:17])[CH2:10][CH2:9]2)[C:3]([OH:5])=[O:4].P(O)(O)O.[I-].[K+].O>C(O)(=O)C>[C:16]([N:11]1[C:12]2[C:8](=[C:7]([CH3:19])[C:6]([CH2:2][C:3]([OH:5])=[O:4])=[C:14]([CH3:15])[CH:13]=2)[CH2:9][CH2:10]1)(=[O:18])[CH3:17]

Participants

6

Reactant 4

HCID 962WaterHCID 4875Potassium IodideHCID 107909Phosphorous acidHCID 9856556HCID 9856556, compound

Product 1

HCID 22237001HCID 22237001, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of hydroxy(1-acetyl-4,6-dimethylindolin-5-yl)acetic acid obtained in Example 1 (280 g) in acetic acid (1120 ml) were added phosphorous acid (130 g) and potassium iodide (17.6 g), and the resulting mixture was stirred for 2 hours at 100–107° C. After cooling to 50° C., water (1120 ml) was added, and crystals precipitated were separated by filtration and dried to afford (1-acetyl-4,6-dimethylindolin-5-yl)acetic acid (223 g, yield: 85%).

Workup

  1. customcrystals precipitated
  2. customwere separated by filtration
  3. customdried

Sources & evidence

ORD record
ord-d5defd3a5e644c64a25fa3499f4ef8dd
Source dataset
uspto-grants-2006_03
Patent number
US07012147B2

Reaction notes

Loading…