Benzoyl chloride → HCID 54121436, compound

HRID 981667Notes

Reaction equation

HRID 981667 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-89c91e452848438994d20bb38840928d
Source dataset
uspto-grants-1991_02
Patent number
US04992468

Reaction notes

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