Methacrolein → HCID 23051258, compound

HRID 1651114Notes

Reaction equation

HRID 1651114 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)=[N+]=[N-])=[CH:4][CH:3]=1.[O:18]=[CH:19][C:20](=[CH2:22])[CH3:21]>ClCCl.CCCCCCC.[O-2].[O-2].[Mn+4]>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:11]3[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=3)[CH2:21][C:20]2([CH3:22])[CH:19]=[O:18])=[CH:4][CH:3]=1

Participants

6

Reactant 2

HCID 6562MethacroleinHCID 19781460HCID 19781460, compound

Product 1

HCID 23051258HCID 23051258, compound

Reagents, catalysts & solvents 3

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolventHCID 8900HeptaneSolvent

Conditions

Temperature
40 °C

Procedure

A solution of bis(4-fluorophenyl)diazomethane, prepared as above from the action of activated manganese dioxide (32.3 g) on 4,4'-difluorobenzophenone hydrazone (23.2 g) in dichloromethane (105 mL), was added to a solution of methacrolein (12.5 mL) in heptane (100 mL). The mixture was heated at 40° C. for 6 hours then the amber colored solution was evaporated in vacuo. The resulting solid was triturated with hexane (100 mL) to give 22.0 g of 2,2-bis(4-fluorophenyl)-1-methylcyclopropanecarboxaldehyde, mp 110°-113° C. Recrystallization of a sample from hexane provide the analytical specimen, mp 111°-113° C.

Workup

  1. customthe amber colored solution was evaporated in vacuo
  2. customThe resulting solid was triturated with hexane (100 mL)

Sources & evidence

ORD record
ord-02ecf1676b0344468c493ba5070507ff
Source dataset
uspto-grants-1990_05
Patent number
US04927826

Reaction notes

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