2-Butyn-1-ol → HCID 67391845, compound

HRID 910838Notes

Reaction equation

HRID 910838 reaction equation
[CH2:1]([S:3]([C:6]1[CH:11]=[CH:10][C:9](F)=[C:8]([Cl:13])[CH:7]=1)(=[O:5])=[O:4])[CH3:2].C([OH:18])C#CC.CC(C)([O-])C.[Na+]>CN1C(=O)CCC1>[Cl:13][C:8]1[CH:7]=[C:6]([S:3]([CH2:1][CH3:2])(=[O:5])=[O:4])[CH:11]=[CH:10][C:9]=1[OH:18]

Participants

5

Reactant 3

HCID 129912-Butyn-1-olHCID 23676156Sodium t-butoxideHCID 579047252-Chloro-4-(ethylsulfonyl)-1-fluorobenzene

Product 1

HCID 67391845HCID 67391845, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
80 °C

Procedure

The product from example 4 step (i) (1.0 g) in dry NMP (20 ml) was treated with 2-butyn-1-ol (0.63 ml) and sodium tert-butoxide (0.864 g) and the mixture stirred at 80° C. for 2 h. The mixture was partitioned between water/ethyl acetate, the organics separated, dried and evaporated under reduced pressure, yield 1.06 g.

Workup

  1. customThe mixture was partitioned between water/ethyl acetate
  2. customthe organics separated, dried
  3. customevaporated under reduced pressure, yield 1.06 g

Sources & evidence

ORD record
ord-c490410b12a6440d80edc89b7c469e88
Source dataset
uspto-grants-2011_09
Patent number
US08022248B2

Reaction notes

Loading…