Hydrochloric Acid → HCID 20360684, compound

HRID 1658617Notes

Reaction equation

HRID 1658617 reaction equation
[CH:1]#[CH:2].[N+:3]([C:6]1[CH:19]=[CH:18][C:9]([C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:11])=[CH:8][CH:7]=1)([O-:5])=[O:4].Cl>O1CCCC1>[N+:3]([C:6]1[CH:7]=[CH:8][C:9]([C:10]([C:1]#[CH:2])([OH:11])[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:18][CH:19]=1)([O-:5])=[O:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6326Acetylene2×HCID 70839Methanone, (4-nitrophenyl)phenyl-

Product 1

HCID 20360684HCID 20360684, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Acetylene is introduced for 30 minutes into a 20°-22 °C mixture of 118 ml. of tetrahydrofuran and 16.8 g. of potassium-tert.butylate, and thereafter 22.7 g. of 4-nitro-benzophenone are added to the mixture. The introduction of acetylene is continued at 20° to 22 °C for additional 30 minutes, then the mixture is neutralized with 5 n hydrochloric acid under a nitrogen atmosphere. The organic phase is separated, dried over anhydrous sodium sulfate, and the solvent is distilled off in vacuo. 23.1 g. (91 %) of 4-nitro-α-ethynyl-benzhydrol are obtained; m.p.: 88°-89 °C.

Workup

  1. additionmixture of 118 ml
  2. customThe organic phase is separated
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationthe solvent is distilled off in vacuo

Sources & evidence

ORD record
ord-8d86bfd9bbfe42c3bdd6e1a6bb2ad66c
Source dataset
uspto-grants-1976_06
Patent number
US03965179

Reaction notes

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