Acetyl chloride → Methyl 4-[4-(chloroacetyl)phenoxy]butyrate

HRID 2419371Notes

Reaction equation

HRID 2419371 reaction equation
[O:1]([CH2:8][CH2:9][CH2:10][C:11]([O:13][CH3:14])=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(Cl)(=O)C.[Cl:19][CH2:20][C:21](C1C=CC(CCC(O)=O)=CC=1)=[O:22]>>[Cl:19][CH2:20][C:21]([C:5]1[CH:6]=[CH:7][C:2]([O:1][CH2:8][CH2:9][CH2:10][C:11]([O:13][CH3:14])=[O:12])=[CH:3][CH:4]=1)=[O:22]

Participants

4

Reactant 3

HCID 6367Acetyl chlorideHCID 568131Methyl 4-phenoxybutanoateHCID 203155713-[4-(Chloroacetyl)phenyl]propionic acid

Product 1

HCID 20315580Methyl 4-[4-(chloroacetyl)phenoxy]butyrate

Procedure

Methyl 4-phenoxybutyrate was reacted with acetyl chloride in a similar manner to that described above for 3-[4-(chloroacetyl)phenyl]propionic acid, except that the crude product was triturated with petrol to give methyl 4-[4-(chloroacetyl)phenoxy]butyrate as a crystalline solid which was pure by TLC analysis (on silica plates; eluant: 50% ether/50% petrol).

Workup

  1. customwas triturated with petrol

Sources & evidence

ORD record
ord-9689b62e9f2347318eed30e79ef37ac8
Source dataset
uspto-grants-1978_08
Patent number
US04105790

Reaction notes

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