2-methylheptan-2-ol

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To 100 parts of glacial acetic acid containing 9.8 parts of 98% sulphuric acid was added 22 parts of resorcinol followed by 13 parts of 2-hydroxy-2-methyl-heptane at room temperature. After storing overnight at the same temperature the reaction mixture was poured into 1000 parts of water. The organic phase which separated out, was after decanting off the water, taken up in ether, washed with sodium bicarbonate solution, and finally with water. The ether solution was then evaporated and the residue distilled to give 2-(2,4-dihydroxyphenyl)-2-methyl-heptane (compound of the formula (4)) with a boiling point (b.p.12) of from 202°-204° C. and with the following percentage composition by weight: The organic phase which separated out after decanting off the water washed with sodium bicarbonate solution The ether solution was then evaporated the residue distilled

Conditions: temp:10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of 2-methylheptan-2-ol (6.50 g.; 0.05 mole) in trifluoroacetic acid (20 ml) at -5° C. was added powdered methyleneaminoacetonitrile (3.40 g.; 0.05 mole) over 10 minutes. The slurry was allowed to warm to 10° C. and stirred until homogeneous (2 hours). After an additional 2 hours at 10° C., the reaction mixture was poured into water (100 ml) and the neutral material extracted with ether. The acid solution was basified with ammonia (pH 9-10) and the liberated base extracted into ether (3×80 ml). The combined extractswere dried over Na2SO4, filtered, and evaporated to dryness to give a colourless oil which was converted to the hydrogen fumarate salt, m.p. 156°-158° C. After an additional 2 hours at 10° C. the neutral material extracted with ether the liberated base extracted into ether (3×80 ml) The combined extractswere dried over Na2SO4 filtered evaporated to dryness to give a colourless oil which

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of aminoacetonitrile hydrochloride (9.25 g, 0.1 mol) and 2-methylheptan-2-ol (13.0 g, 0.1 mol) in acetic acid (60 ml) was treated with concentrated sulphuric acid (12 ml) with the temperature held at 25°-30° C. After stirring for 2 hours the mixture was pouredinto ice-water (300 ml) and washed with ether (2×200 ml). The aqueousphase was basified with 10 N sodium hydroxide solution, extracted with ether (3×200 ml) and the combined extracts were dried over magnesiumsulphate then evaporated to give 2-amino-N-(1,1-dimethylhexyl)acetamide. held at 25°-30° C washed with ether (2×200 ml) extracted with ether (3×200 ml) the combined extracts were dried over magnesiumsulphate then evaporated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of aminoacetonitrile bisulphate (15.4 g, 0.1 mol) and 2-methylheptan-2-ol (13.0 g, 0.1 mol) in acetic acid (60 ml) was treated with concentrated sulphuric acid (12 ml) with the temperature held at 40°-45° C. After stirring for 1 hour the mixture was poured into ice-water (300 ml) and washed with ether (2×200 ml). The aqueous phase was basified with 10 N sodium hydroxide solution, extracted with ether (3×200 ml) and the combined extracts were dried over magnesium sulphate then distilled to give 2-amino-N-(1,1-dimethylhexyl)acetamide as a colourless oil, b.p. 104°-110° C. at 0.2 mm Hg. held at 40°-45° C washed with ether (2×200 ml) extracted with ether (3×200 ml) the combined extracts were dried over magnesium sulphate then distilled

Conditions: temp:-50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of chloroacetonitrile (15.1 g., 0.2 mol) and 2-methylheptan-2-ol (26.0 g., 0.2 mol) in acetic acid (120 ml) was treatedwith concentrated sulphuric acid (24 ml) with the temperature maintained at40°-50° C. After stirring for 1/2 hour the mixture was pouredinto ice-water (500 ml) and extracted with ether (3×400 ml). The combined extracts were washed with aqueous sodium carbonate until neutral and then evaporated to give 2-chloro-N-(1,1-dimethylhexyl)acetamide as a colourless solid m.p. 36°-37° C., b.p. 60°-62°C. at 0.01 mm Hg. extracted with ether (3×400 ml) The combined extracts were washed with aqueous sodium carbonate until neutral and then evaporated

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 2-Methylheptan-2-ol (56.53 g.; 0.43 mole) and phthalimidoacetonitrile (80.27 g.; 0.43 mole) were dissolved in glacial acetic acid (220 ml.) and the solution warmed to about 60° C. with stirring. Concentrated sulphuric acid (59 ml.; 1.1 mole) was then added gradually; at first the temperature fell but as the addition proceeded a vigorous exothermal reaction took place, the temperature of the reaction was controlled at 70° C. by regulating the addition of the sulphuric acid and coolingas necessary. When the addition was complete the resulting dark brown solution was stirred for 11/2 hours and then added dropwise to a mixture of ice and water. The precipitated solid was filtered off, pressed well, washed with fresh water and dried in vacuo. The residue was recrystallisedfrom benzene with filtering, to afford 2-phthalimido-N-(1,1-dimethylhexyl)acetamide m.p. 142° C. at first the temperature fell but as the addition a vigorous exothermal reaction was controlled at 70° C. When the addition was stirred for 11/2 hours The precipitated solid was filtered off washed with fresh water dried in vacuo with filtering

Conditions: temp:0.00; pressure:0.00; stir: