Sodium ethoxide → HCID 21092458, compound

HRID 1348942Notes

Reaction equation

HRID 1348942 reaction equation
[CH2:1]([O:3][C:4](=[O:24])[CH2:5][CH:6]([C:8]1[CH:17]=[C:16]2[C:11]([CH2:12][CH2:13][N:14](C(=O)C(F)(F)F)[CH2:15]2)=[CH:10][CH:9]=1)[CH3:7])[CH3:2].[O-]CC.[Na+]>C(O)C>[CH2:1]([O:3][C:4](=[O:24])[CH2:5][CH:6]([C:8]1[CH:17]=[C:16]2[C:11]([CH2:12][CH2:13][NH:14][CH2:15]2)=[CH:10][CH:9]=1)[CH3:7])[CH3:2]

Participants

4

Reactant 2

HCID 2723922Sodium ethoxideHCID 86592987HCID 86592987, compound

Product 1

HCID 21092458HCID 21092458, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred solution of 3-(2-trifluoroacetyl-1,2,3,4-tetrahydroisoquinolin-7-yl)-butanoic acid ethyl ester {0.5 g, Reference Example 5(a)} in ethanol (30 mL), under argon, was treated with sodium ethoxide (0.25 g). After stirring at room temperature for 1 hour the reaction mixture was evaporated. The residue was treated with ethyl acetate (30 mL) and the resulting solution was washed twice with saturated ammonium chloride solution (15 mL), then dried over magnesium sulfate and then evaporated to give the title compound as a yellow gum. MS (ES)=248 (M+H)+.

Workup

  1. customwas evaporated
  2. additionThe residue was treated with ethyl acetate (30 mL)
  3. washthe resulting solution was washed twice with saturated ammonium chloride solution (15 mL)
  4. dry with materialdried over magnesium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-70da25c1c5f64d678697029d2df1765c
Source dataset
uspto-grants-2007_05
Patent number
US07211586B2

Reaction notes

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