Ethanol → Ethyl 1-([1,1'-biphenyl]-4-yl)cyclopropanecarboxylate

HRID 2391045Notes

Reaction equation

HRID 2391045 reaction equation
[C:1]1([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:6]=[CH:5][C:4]([C:7]2([C:10]([OH:12])=[O:11])[CH2:9][CH2:8]2)=[CH:3][CH:2]=1.S(=O)(=O)(O)O.[CH2:24](O)[CH3:25]>>[CH2:24]([O:11][C:10]([C:7]1([C:4]2[CH:5]=[CH:6][C:1]([C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=3)=[CH:2][CH:3]=2)[CH2:9][CH2:8]1)=[O:12])[CH3:25]

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 215522631-(4-Biphenylyl)cyclopropanecarboxylic acid

Product 1

HCID 66660499Ethyl 1-([1,1'-biphenyl]-4-yl)cyclopropanecarboxylate

Procedure

1-(Biphenyl-4-yl)cyclopropanecarboxylic acid (10 g, 42 mmol), ethanol (100 mL) and sulfuric acid (40 mL) were heated to 65° C. for 4 hours. The product was extracted with CH2Cl2 and water (2×), dried and evaporated to yield 9.5 g of 1-(biphenyl-4-yl)cyclopropanecarboxylic acid ethyl ester.

Workup

  1. extractionThe product was extracted with CH2Cl2 and water (2×)
  2. customdried
  3. customevaporated

Sources & evidence

ORD record
ord-799699c7a67a44c3aa8d7346f21d0532
Source dataset
uspto-grants-2012_09
Patent number
US08273780B2

Reaction notes

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