Acetic Acid → HCID 21442569, compound

HRID 328523Notes

Reaction equation

HRID 328523 reaction equation
C([NH:3][C:4]([CH3:20])([CH3:19])[C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:7][CH:6]=1)=O.C(O)(=O)C.[ClH:25]>O>[ClH:25].[CH3:20][C:4]([NH2:3])([CH3:19])[C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 22174800HCID 22174800, compound

Product 1

HCID 21442569HCID 21442569, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 0.50 gram of N-formyl-α,α-dimethyl- 4-(phenylethynyl)-benzylamine, 10.7 ml. of glacial acetic acid 6.7 ml. of water, and 1.07 ml. of concentrated hydrochloric acid is stirred and refluxed for 2.5 hours. The solution is evaporated to dryness and α,α-dimethyl-4 -(phenylethynyl)-benzylamine hydrochloride is obtained as a light tan solid. The product is recrystallized from an isopropyl alcohol-methanol-ether mixture to give pure α,α-dimethyl-4-(phenylethynyl)-benzylamine hydrochloride, m.p. 275°-278° C. (decomp.).

Workup

  1. temperaturerefluxed for 2.5 hours
  2. customThe solution is evaporated to dryness

Sources & evidence

ORD record
ord-bd31792131fb4abab5f146e0fe9860ff
Source dataset
uspto-grants-1977_04
Patent number
US04017543

Reaction notes

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