Potassium Carbonate → Methyl 3'-[3,4-bis(1-phenylmethanoyloxymethyl)benzyloxy]-2,2'-dimethylbiphenyl-4-carboxylate

HRID 2307556Notes

Reaction equation

HRID 2307556 reaction equation
[OH:1][C:2]1[C:3]([CH3:19])=[C:4]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([O:16][CH3:17])=[O:15])=[CH:10][C:9]=2[CH3:18])[CH:5]=[CH:6][CH:7]=1.[C:20]([O:28][CH2:29][C:30]1[CH:31]=[C:32]([CH:35]=[CH:36][C:37]=1[CH2:38][O:39][C:40](=[O:47])[C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)[CH2:33]Br)(=[O:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.C(=O)([O-])[O-].[K+].[K+]>>[C:21]1([C:20]([O:28][CH2:29][C:30]2[CH:31]=[C:32]([CH:35]=[CH:36][C:37]=2[CH2:38][O:39][C:40]([C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)=[O:47])[CH2:33][O:1][C:2]2[C:3]([CH3:19])=[C:4]([C:8]3[CH:13]=[CH:12][C:11]([C:14]([O:16][CH3:17])=[O:15])=[CH:10][C:9]=3[CH3:18])[CH:5]=[CH:6][CH:7]=2)=[O:27])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 223456183,4-Bis(benzoyloxymethyl)benzyl bromideHCID 22606889Methyl 3'-hydroxy-2,2'-dimethylbiphenyl-4-carboxylate

Product 1

HCID 22606870Methyl 3'-[3,4-bis(1-phenylmethanoyloxymethyl)benzyloxy]-2,2'-dimethylbiphenyl-4-carboxylate

Procedure

In a manner similar to that of Example 1(i), by reaction of 515 mg (2 mmol) of methyl 3′-hydroxy-2,2′-dimethylbiphenyl-4-carboxylate with 880 mg (2 mmol) of 3,4-bis(benzoyloxymethyl)benzyl bromide and 300 mg (2.2 mmol) of potassium carbonate, the desired product is obtained in the form of a colourless oil (m=1.22 g; Y=99%).

Sources & evidence

ORD record
ord-671fe4123c53468cb1bac241042bcb7b
Source dataset
uspto-grants-2004_12
Patent number
US06831106B1

Reaction notes

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