1-Hexyne → HCID 13547115, compound
Reaction equation
[CH:1]#[C:2][CH2:3][CH2:4]CC.[CH2:7]([Li])CCC.C(O[CH:15]([C:17](C)([OH:23])[C:18](N(C)C)=[O:19])[CH3:16])C.[Cl-].[NH4+]>C1COCC1.O.CCCCCC>[OH:19][CH:18]([C:17](=[O:23])[C:15]#[C:16][CH2:1][CH2:2][CH2:3][CH3:4])[CH3:7]Participants
8
Conditions
- Temperature
- -50 °C
Procedure
A solution of 22 g of hexyne in 300 ml of THF was placed in a flask, and cooled to -50° C. Then, 170 ml of a 1.55M n-hexane solution of n-butyllithium was dropped thereto. The resulting mixture was stirred at -50° C. for 15 minutes, and then a solution of 50 g of (S) 1-ethoxyethyl-N,N-dimethyllactamide as obtained in Example 1 (2) in 150 ml of THF was dropped thereto. The resulting mixture was stirred at the same temperature as above for two hours, and then an aqueous solution of 28.3 g of ammonium chloride in 200 ml of water was dropped to terminate the reaction.
Workup
- additionwas dropped
- stirringThe resulting mixture was stirred at the same temperature as above for two hours
- customto terminate
- customthe reaction
Sources & evidence
- ORD record
- ord-b9465580811e4feb8cf5d726ac5575ea
- Source dataset
- uspto-grants-1992_11
- Patent number
- US05164112
Reaction notes
Loading…