Diethyl Ether → HCID 22390462, compound

HRID 1071925Notes

Reaction equation

HRID 1071925 reaction equation
[CH2:1]([Li])[CH2:2][CH2:3][CH3:4].Br[C:7]1[CH:12]=[CH:11][C:10]([C:13]#[C:14][CH2:15][N:16]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)=[CH:9][C:8]=1[Cl:23].C([O:26][CH2:27][CH3:28])C>CCCCCC>[Cl:23][C:8]1[CH:9]=[C:10]([C:13]#[C:14][CH2:15][N:16]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[CH:11]=[CH:12][C:7]=1[C:27]1([OH:26])[CH:28]2[CH2:4][CH:3]3[CH2:9][CH:10]([CH2:13][CH:1]1[CH2:2]3)[CH2:11]2

Participants

5

Reactant 3

HCID 3283Diethyl Ether2×HCID 22390429HCID 22390429, compoundHCID 178418339Butyllithium

Product 1

HCID 22390462HCID 22390462, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Conditions

Temperature
-75 °C

Procedure

5.6 ml of a 15% solution of n-butyllithium in hexane are added, at −78° C., to 3.1 g of 1-[3-(4-bromo-3-chlorophenyl)prop-2-ynyl]azepane (compound Ia.7) in 50 ml of diethyl ether and stirring is maintained at −75° C. for 1 hour. Still at −78° C., 1.38 g of 2-amandatanone in 25 ml of diethyl ether are added, and the reaction mixture is then stirred for 1 hour at −78° C.

Workup

  1. stirringthe reaction mixture is then stirred for 1 hour at −78° C.

Sources & evidence

ORD record
ord-5688f36b5f244cf4a56eac1660b4d96e
Source dataset
uspto-grants-2005_06
Patent number
US06908914B1

Reaction notes

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