Columns Vigreux

Any fractionating column of moderate efficiency is satisfactory, e.g., a Dufton column (20 cm. long containing a spiral 10 cm. in length, 2 cm. in diameter with 8 turns of the helix) or a Vigreux column (20-25 cm. long). 

Appamtus 2-1 two-necked, round-bottomed flask, provided with a stopper and a 40-cm Vigreux column. This column was connected to a descending condenser and a receiver, fl tube filled with KOH pellets was placed betv/een the water pump and the receiver. 

The aqueous layer was extracted with diethyl ether. The combined ethereal solutions were dried over potassium carbonate, after which the greater part of the diethyl ether was distilled off at normal pressure through a 40-cm Vigreux column (bath temperature < 90°C). Careful distillation of the remaining liquid afforded the bis-ether, b.p. 47-49°C/18 mmHg, Op 1.4469, in 78% yield. 

The residue was distilled through a 30-cm Vigreux column, giving the desired... 

The combined solutions were dried over magnesium sulfate and subsequently concentrated in a water-pump vacuum. Distillation of the residue through a 30-cm Vigreux column gave the silylated propargyl sulfide, b.p. 65°C/18 mmHg, n ... 

HCl and 50 ml of water. The upper layer was separated off and the aqueous phase was extracted five times with small portions of THF. After drying the combined solutions over magnesium sulfate the solvent was removed in a water-pump vacuum. The residue was distilled through a 30-cm Vigreux column, connected to an air condenser. After a preliminary aqueous fraction of the carboxylic acid the main fraction passed over at 100°C/15 mmHg. The compound solidified in the receiver and (partly) in the condenser. The yield was almost quantitative. 

Vigreux column gave the enyne alcohol, b.p. 75 C/15 mmHg, n 1.4955, in 55-7451 yield. 

To a vigorously stirred suspension of 2 mol of lithium amide in 2 1 of liquid atimonia (see II, Exp. 11) was added in 15 min 1 mol of propargyl alcohol (commercial product, distilled in a partial vacuum before use). Subsequently, 1 mol of butyl bromide was added dropwise in 75 min. After an additional 1.5 h, stirring was stopped and the ammonia was allovied to evaporate. To the solid residue were added 500 ml of ice-water. After the solid mass had dissolved, six extractions with diethyl ether were performed. The (unwashed) combined extracts were dried over magnesium sulfate and then concentrated in a water-pump vacuum. Distillation of the residue through a 40-cm Vigreux column afforded 2-heptyn-l-ol, b.p. 

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