Methacrolein → HCID 15017964, compound

HRID 1651112Notes

Reaction equation

HRID 1651112 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([F:17])[CH:12]=2)=[N+]=[N-])[CH:5]=[CH:6][CH:7]=1.[O:18]=[CH:19][C:20](=[CH2:22])[CH3:21]>ClCCl.CCCCCC.[O-2].[O-2].[Mn+4]>[F:1][C:2]1[CH:3]=[C:4]([C:8]2([C:11]3[CH:16]=[CH:15][CH:14]=[C:13]([F:17])[CH:12]=3)[CH2:21][C:20]2([CH3:22])[CH:19]=[O:18])[CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 2

HCID 6562MethacroleinHCID 23051328HCID 23051328, compound

Product 1

HCID 15017964HCID 15017964, compound

Reagents, catalysts & solvents 3

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolventHCID 8058HexaneSolvent

Conditions

Temperature
43 °C

Procedure

A solution of bis(3-fluorophenyl)diazomethane, prepared as in Example 84 by the action of activated manganese dioxide (33 g) on 3,3'-difluorobenzophenone hydrazone (21.76 g) in dichloro-methane (105 mL), was added to a solution of methacrolein (15 mL) in hexane (100 mL). The mixture was heated at 43° C. for 20 hours then the amber solution was evaporated in vacuo. The crude solid was triturated with hexane to yield 23.1 g of 2,2-bis(3-fluorophenyl)-1-methylcyclopropanecarboxaldehyde, mp 92°-93° C. Recrystallization of a sample from hexane furnished the analytical specimen, mp 92°-93.5° C.

Workup

  1. customthe amber solution was evaporated in vacuo
  2. customThe crude solid was triturated with hexane

Sources & evidence

ORD record
ord-c5f35276290e4ddfbd880484185c64d5
Source dataset
uspto-grants-1990_05
Patent number
US04927826

Reaction notes

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