Hydrochloric Acid → HCID 178478916, compound

HRID 1609394Notes

Reaction equation

HRID 1609394 reaction equation
[ClH:1].[CH3:2][N:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH2:12][C:13]#[N:14])=[CH:4]1.C1([OH:21])C=CC=CC=1>C(OCC)C>[ClH:1].[CH3:2][N:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH2:12][C:13](=[NH:14])[OH:21])=[CH:4]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 996PhenolHCID 106547202-(1-methyl-1H-indol-3-yl)acetonitrile

Product 1

HCID 178478916HCID 178478916, compoundYield 30%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Hydrogen chloride was bubbled through a solution of 3 g (176 mmol) of 1-methylindole-3-acetonitrile and 8.28 g (88 mmol) of phenol in 70 ml of dry diethyl ether for 2 hours and the resulting solution was left to stand for 4 days. The solvent was removed under reduced pressure. The residual gum was triturated with diethyl ether to give 1.4 g (30%) of 1-methyl3-indoleacetimidate hydrochloride in the form of a purple solid of melting point 119° C.

Workup

  1. waitthe resulting solution was left
  2. customThe solvent was removed under reduced pressure
  3. customThe residual gum was triturated with diethyl ether

Sources & evidence

ORD record
ord-11eba358ae8947c09a5c870e388488b5
Source dataset
uspto-grants-1995_03
Patent number
US05399712

Reaction notes

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