Hydrochloric Acid → Sbb044946

HRID 589331Notes

Reaction equation

HRID 589331 reaction equation
[CH3:1][C:2]1[NH:3][C:4]2[C:9]([C:10]=1[CH2:11][C:12]([OH:14])=[O:13])=[CH:8][CH:7]=[CH:6][CH:5]=2.Cl.[CH3:16]O>>[CH3:1][C:2]1[NH:3][C:4]2[C:9]([C:10]=1[CH2:11][C:12]([O:14][CH3:16])=[O:13])=[CH:8][CH:7]=[CH:6][CH:5]=2

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 5891072-Methyl-1H-indole-3-acetic acid

Product 1

HCID 10774509Sbb044946Yield 90.7%

Procedure

2-(2-Methyl-1H-indol-3-yl)acetic acid (11.7 g, 61.84 mmol) was weighed and added into 100 mL methanol. Concentrated hydrochloric acid 0.7 mL was added dropwise. It was reacted at 70° C. for 4 hours, cooled, rotate evaporated to dryness, extracted with ethyl acetate, washed twice with NaHCO3 aqueous solution. The organic phase was dried and rotate evaporated to dryness to obtain a red brown solid 11.4 g, at a yield of 90.7%.

Workup

  1. customIt was reacted at 70° C. for 4 hours
  2. temperaturecooled
  3. customrotate evaporated to dryness
  4. extractionextracted with ethyl acetate
  5. washwashed twice with NaHCO3 aqueous solution
  6. customThe organic phase was dried
  7. customrotate evaporated to dryness

Sources & evidence

ORD record
ord-6a37f2f87ee84aab9f769ce502357464
Source dataset
uspto-grants-2016_01
Patent number
US09233098B2

Reaction notes

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