Hydrochloric Acid → HCID 12112198, compound

HRID 1744045Notes

Reaction equation

HRID 1744045 reaction equation
Cl.[C:2]([N:5]1[C:13]2[C:8](=[C:9]([CH3:19])[C:10]([CH2:15][C:16]([OH:18])=[O:17])=[C:11]([CH3:14])[CH:12]=2)[CH2:7][CH2:6]1)(=[O:4])[CH3:3].[CH2:20](O)[CH3:21]>>[C:2]([N:5]1[C:13]2[C:8](=[C:9]([CH3:19])[C:10]([CH2:15][C:16]([O:18][CH2:20][CH3:21])=[O:17])=[C:11]([CH3:14])[CH:12]=2)[CH2:7][CH2:6]1)(=[O:4])[CH3:3]

Participants

4

Reactant 3

HCID 313Hydrochloric Acid2×HCID 702Ethanol2×HCID 22237001HCID 22237001, compound

Product 1

HCID 12112198HCID 12112198, compoundYield 87%

Procedure

To a solution of hydrogen chloride (665 g) in ethanol (2000 ml) was added (1-acetyl-4,6-dimethylindolin-5-yl)acetic acid obtained in Example 15 (150 g), and the resulting mixture was stirred for 30 minutes at 45–50° C., and then an ethanol fraction containing hydrochloric acid (1000 ml) was evaporated off in vacuo. At about 20° C., water (2000 ml) was added, and crystals precipitated were separated by filtration and dried to afford 1-acetyl-5-ethoxycarbonylmethyl-4,6-dimethylindoline (146 g, yield: 87%), of which the physico-chemical properties were the same as those of the product obtained in Example 2.

Workup

  1. customwas evaporated off in vacuo
  2. additionAt about 20° C., water (2000 ml) was added
  3. customcrystals precipitated
  4. customwere separated by filtration
  5. customdried

Sources & evidence

ORD record
ord-13e7a7a8264e47bdba1b2eaa9337fc53
Source dataset
uspto-grants-2006_03
Patent number
US07012147B2

Reaction notes

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