Sulfuric Acid → HCID 2778117, compound

HRID 329129Notes

Reaction equation

HRID 329129 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:5](N)=[CH:4][C:3]=1[C:9]([F:12])([F:11])[F:10].N([O-])=O.[Na+].S(=O)(=O)(O)O.[C:22]([OH:26])(=[O:25])[CH:23]=[CH2:24]>>[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([CH:24]=[CH:23][C:22]([OH:26])=[O:25])=[CH:4][C:3]=1[C:9]([F:12])([F:11])[F:10]

Participants

5

Reactant 4

HCID 1118Sulfuric AcidHCID 6581Acrylic AcidHCID 675744-Chloro-3-(trifluoromethyl)anilineHCID 23668193Sodium Nitrite

Product 1

HCID 2778117HCID 2778117, compound

Procedure

4-Chloro-3-trifluoromethyl aniline was converted to the diazonium salt with sodium nitrite and sulfuric acid and this was reacted with acrylic acid (Meerwein reaction) to give 4-chloro-3-trifluoromethyl cinnamic acid. This acid was hydrogenated, reduced with lithium aluminum hydride to the alcohol and reacted with phosphorus tribromide to give 3(4-chloro-3-trifluoromethylphenyl)propyl bromide.

Sources & evidence

ORD record
ord-650b2d6ae56e4be39d98974353fa95d6
Source dataset
uspto-grants-1977_04
Patent number
USRE029196

Reaction notes

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