Methanol → HCID 21509191, compound

HRID 1287506Notes

Reaction equation

HRID 1287506 reaction equation
[C:1]([NH:4][C:5]1[N:6]([CH3:20])[C:7]2[C:12]([C:13]=1[CH2:14][C:15]([O:17]CC)=[O:16])=[CH:11][CH:10]=[CH:9][CH:8]=2)(=[O:3])[CH3:2].CO.ClCCl.[OH-].[Na+]>C(O)(=O)C>[C:1]([NH:4][C:5]1[N:6]([CH3:20])[C:7]2[C:12]([C:13]=1[CH2:14][C:15]([OH:17])=[O:16])=[CH:11][CH:10]=[CH:9][CH:8]=2)(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 887MethanolHCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 21509225HCID 21509225, compound

Product 1

HCID 21509191HCID 21509191, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 3.7 g. of 2-acetamido-3-carbethoxymethyl-1-methylindole in 37 ml. of methanol and 5 ml. of dichloromethane, 15.5 ml. of 1N sodium hydroxide are added at 0° C. The mixture is allowed to stand overnight and then it is neutralized with acetic acid and then evaporated to dryness. The oily residue is taken up with diluted hydrochloric acid and the solid which forms is washed with water. The product is purified by crystallization from ethanol. Yield 3.07 g., m.p. 200°-206° C.

Workup

  1. customevaporated to dryness
  2. washthe solid which forms is washed with water
  3. customThe product is purified by crystallization from ethanol

Sources & evidence

ORD record
ord-15d5103f49d548c39732732f76d5f958
Source dataset
uspto-grants-1976_10
Patent number
US03984563

Reaction notes

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