1,2-Dichloroethane → HCID 18551214, compound

HRID 430459Notes

Reaction equation

HRID 430459 reaction equation
[CH3:1][O:2]C1C=CC=CC=1CC#N.ClCCCl.[C:16]1([C:22]2([CH2:26][C:27](=[O:31])[C:28]([OH:30])=[O:29])[CH2:25][CH2:24]C2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>O1CCCC1.CN(C)P(=O)(N(C)C)N(C)C>[CH3:1][O:2][C:21]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[C:22]1([CH2:26][C:27](=[O:31])[C:28]([OH:30])=[O:29])[CH2:25][CH2:24]1

Participants

6

Reactant 3

HCID 111,2-DichloroethaneHCID 81496(2-Methoxyphenyl)acetonitrileHCID 185512623-(1-Phenyl-cyclobutyl)-2-oxopropionic acid

Product 1

HCID 18551214HCID 18551214, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 12679HexamethylphosphoramideSolvent

Procedure

Corresponding to J. Org. Chem. 40 (1975) 3497, 16.7 g of 2-methoxyphenylacetonitrile, 158 ml of lithium triisopropylamide (2 molar solution) and 46.7 ml of 1,2-dichloroethane in 96 ml of tetrahydrofuran and 58.6 ml of hexamethylphosphoric acid triamide are reacted with one another. 5.6 g of 1-(2-methoxyphenyl)-cyclopropyl-carbonitrile, boiling point 104-115° C. (0.1 mbar), which is further reacted as described for 3-(1-phenyl-cyclobutyl)-2-oxo-propionic acid, is obtained. 3-[1-(2-Methoxyphenyl)-cyclopropyl]-2-oxo-propionic acid is thus obtained as an oil.

Workup

  1. customis obtained

Sources & evidence

ORD record
ord-29e99a2969d54712bc6fbeeeb3e445d1
Source dataset
uspto-grants-2001_11
Patent number
US06323199B1

Reaction notes

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