Benzoyl chloride → HCID 54121436, compound

HRID 974187Notes

Reaction equation

HRID 974187 reaction equation
[CH3:1][C:2]([C:13]1[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH:21]=[C:22]([CH3:24])[CH3:23])=[CH:15][CH:14]=1)=[CH:3][C:4]1[CH:12]=[CH:11][C:7]([C:8](O)=O)=[CH:6][CH:5]=1.[C:25](Cl)(=[O:32])C1C=CC=CC=1.[K].C(Cl)(=O)[C:36](Cl)=[O:37].[N+](=C)=[N-]>[Ag]=O.CO>[CH3:1][C:2]([C:13]1[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH:21]=[C:22]([CH3:24])[CH3:23])=[CH:15][CH:14]=1)=[CH:3][C:4]1[CH:12]=[CH:11][C:7]([CH2:8][C:36]([O:32][CH3:25])=[O:37])=[CH:6][CH:5]=1

Participants

8

Reactant 5

HCID 7412Benzoyl chloride2×HCID 9550DiazomethaneHCID 65578Oxalyl chlorideHCID 5462222PotassiumHCID 54570032HCID 54570032, compound

Product 1

HCID 54121436HCID 54121436, compound

Reagents, catalysts & solvents 2

HCID 92152Silver(II) oxideCatalystHCID 887MethanolSolvent

Procedure

4-(2-Methyl-2-(4-(3-methyl-2-butenoxy)phenyl)ethenyl)benzoic acid is converted to the corresponding benzoyl chloride by treating the potassium salt of the acid with oxalyl chloride as described in Example 12. The benzoyl chloride is reacted with diazomethane and the resulting diazoketone is decomposed using silver oxide catalyst in methanol to give methyl 4-(2-methyl-2-(4-(3-methyl-2-butenoxy)phenyl)ethenyl)phenylacetate.

Sources & evidence

ORD record
ord-fb5bd750c4454071afb50a8ce7e1f3b3
Source dataset
uspto-grants-1991_11
Patent number
US05068252

Reaction notes

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