Hydrochloric Acid → 1-phenylbut-3-yn-1-ol
Reaction equation
Cl[C:2](=[CH2:12])[CH2:3][CH:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[OH:5].[OH-].[Na+].Cl>CN(C)C=O>[C:6]1([CH:4]([CH2:3][C:2]#[CH:12])[OH:5])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 25 °C
Procedure
40.00 Grams of the 2-chloroallylphenylcarbinol obtained above were disolved in 400 g of N,N-dimethylformamide, and 17.52 g of sodium hydroxide in a flake form were added. The mixture was stirred at 25° C. for 7 hours. After the reaction was completed the reaction mixture was neutralized with concentrated hydrochloric acid, and insolubles were filtered off. The filtrate was concentrated under reduced pressure, and then the concentration residue was subjected to extraction with toluene, washed with a 7% sodium carbonate aqueous solution and dried over sodium sulfate. The desiccant was filtered off, and the toluene was distilled off under reduced pressure. The resultant oily substance was distilled under reduced pressure to give 30.84 g of phenylpropargylcarbinol. The results were as follows.
Workup
- filtrationwere filtered off
- concentrationThe filtrate was concentrated under reduced pressure
- extractionthe concentration residue was subjected to extraction with toluene
- washwashed with a 7% sodium carbonate aqueous solution
- dry with materialdried over sodium sulfate
- filtrationThe desiccant was filtered off
- distillationthe toluene was distilled off under reduced pressure
- distillationThe resultant oily substance was distilled under reduced pressure
Sources & evidence
- ORD record
- ord-9d0f911b80254c2e83fcff44c4155085
- Source dataset
- uspto-grants-1993_11
- Patent number
- US05258529
Reaction notes
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