Tert-Butylamine → Tertiarybutylaminoethoxyethanol
Reaction equation
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].Cl[CH2:7][CH2:8][O:9][CH:10]([OH:12])[CH3:11].[OH-].[K+]>C(O)C>[C:1]([NH:5][CH2:7][CH2:8][O:9][CH:10]([OH:12])[CH3:11])([CH3:4])([CH3:3])[CH3:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
736 g of tertiarybutylamine and 500 g of 2-chloroethoxyethanol were placed in 2 liters of ethanol and heated at 60° C. overnight. The temperature was then gradually raised to 80° C. and held for 5 days. The reaction mixture was cooled to 50° C. and then treated with 247 g of KOH. After 1 hour at refluxing the reaction was cooled, filtered, vacuum stripped and distilled. The yield of the distilled product, which calculates as a 75.6% yield, was 491 g, and it had a b.p. of 117° C. at 10 mm. Analysis calculated for C8H19NO2 : % C 59.63; %H, 11.80, %N, 8.70; Found: % C, 58.99, %H, 11.82; %N, 8.38.
Workup
- temperatureThe temperature was then gradually raised to 80° C.
- temperatureThe reaction mixture was cooled to 50° C.
- temperatureAfter 1 hour at refluxing the reaction
- temperaturewas cooled
- filtrationfiltered
- distillationdistilled
Sources & evidence
- ORD record
- ord-80624b2387be489f9969aaf8313fc49c
- Source dataset
- uspto-grants-1987_05
- Patent number
- US04665234
Reaction notes
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