Potassium Bicarbonate → alpha-Cyano-m-phenoxybenzyl 2-(2-indenyl)-3-methylbutanoate

HRID 1855952Notes

Reaction equation

HRID 1855952 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[CH:10]([CH:14]([CH3:16])[CH3:15])[C:11]([OH:13])=[O:12].C(=O)(O)[O-].[K+].S(O[CH:27]([C:41]#[N:42])[C:28]1[CH:33]=[CH:32][CH:31]=[C:30]([O:34][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH:29]=1)(=O)(=O)C>O1CCCC1.CN(C)C=O.CCOCC>[CH2:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH:1]=[C:2]1[CH:10]([CH:14]([CH3:16])[CH3:15])[C:11]([O:13][CH:27]([C:41]#[N:42])[C:28]1[CH:33]=[CH:32][CH:31]=[C:30]([O:34][C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=2)[CH:29]=1)=[O:12]

Participants

6

Reactant 3

HCID 516893Potassium BicarbonateHCID 20482835alpha-Cyano-m-phenoxybenzyl mesylateHCID 233470912-(2-Indenyl)-3-methylbutanoic acid

Product 1

HCID 23347074alpha-Cyano-m-phenoxybenzyl 2-(2-indenyl)-3-methylbutanoate

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 21974620tetrahydrofuran N,N-dimethylformamideSolvent2×

Procedure

A mixture of 2-(2-indenyl)-3-methylbutanoic acid (3.4 mmol), potassium bicarbonate (3.4 mmol) in 10 ml of tetrahydrofuran/dimethylformamide (1/1) is stirred for a few minutes and then α-cyano-m-phenoxybenzyl mesylate (3.4 mmol) in 5 ml of tetrahydrofuran/dimethylformamide (1/1) is added. The reaction is worked up by diluting with ether, washing with water and sat. NaCl, drying and evaporating under vacuum to remove solvent to yield α-cyano-m-phenoxybenzyl 2-(2-indenyl)-3-methylbutanoate.

Workup

  1. washwashing with water and sat. NaCl
  2. customdrying
  3. customevaporating under vacuum
  4. customto remove solvent

Sources & evidence

ORD record
ord-64c74f5e95c8469985197204fa0d9c3b
Source dataset
uspto-grants-1980_08
Patent number
US04217302

Reaction notes

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