Hydrochloric Acid → HCID 67113993, compound

HRID 1410181Notes

Reaction equation

HRID 1410181 reaction equation
C(=[N:14][CH:15]([CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[O:25][CH3:26])[C:16]#[N:17])(C1C=CC=CC=1)C1C=CC=CC=1.Cl>O1CCCC1>[NH2:14][CH:15]([CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[O:25][CH3:26])[C:16]#[N:17]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86657115HCID 86657115, compound

Product 1

HCID 67113993HCID 67113993, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 22.5 g 2-(benzhydrylideneamino)-3-(2-methoxyphenyl)propionitrile (66 mmol, crude product from 3.1) in 200 mL tetrahydrofuran was combined with 70 mL 1 M HCl and stirred for 3 hr at room temperature, and the reaction solution was then substantially concentrated on a rotary evaporator. After combination with methylene chloride the organic phase was extracted several times with 6 M HCl; the combined hydrochloric acid phases were made alkaline with 50% NaOH and extracted with methylene chloride, and the organic phase was then dried over Na2SO4 and concentrated. The oily residue (10.4 g) was used without further purification.

Workup

  1. concentrationthe reaction solution was then substantially concentrated on a rotary evaporator
  2. extractionAfter combination with methylene chloride the organic phase was extracted several times with 6 M HCl
  3. extractionextracted with methylene chloride
  4. dry with materialthe organic phase was then dried over Na2SO4
  5. concentrationconcentrated
  6. customThe oily residue (10.4 g) was used without further purification

Sources & evidence

ORD record
ord-f1ed78a9aa94443f89ee279b0b10e1b8
Source dataset
uspto-grants-2014_12
Patent number
US08921406B2

Reaction notes

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