Potassium Carbonate → Methyl 3'-(3,4-bis(1-phenylmethanoyloxymethyl)-benzyloxy]-2,6-dimethylbiphenyl-4-carboxylate

HRID 2307570Notes

Reaction equation

HRID 2307570 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([C:8]2[C:13]([CH3:14])=[CH:12][C:11]([C:15]([O:17][CH3:18])=[O:16])=[CH:10][C:9]=2[CH3:19])[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[CH:3]=[C:4]([C:8]3[C:9]([CH3:19])=[CH:10][C:11]([C:15]([O:17][CH3:18])=[O:16])=[CH:12][C:13]=3[CH3:14])[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 22606868Methyl 3'-hydroxy-2,6-dimethylbiphenyl-4-carboxylate

Product 1

HCID 22606946Methyl 3'-(3,4-bis(1-phenylmethanoyloxymethyl)-benzyloxy]-2,6-dimethylbiphenyl-4-carboxylate

Procedure

In a manner similar to that of Example 1(i), by reaction of 4.49 g (17.5 mmol) of methyl 3′-hydroxy-2,6-dimethylbiphenyl-4-carboxylate with 8.46 g (19 mmol) of 3,4-bis(benzoyloxymethyl)benzyl bromide and 2.54 g (18 mmol) of potassium carbonate, the desired product is obtained in the form of a yellow oil (m=7.4 g; Y=69%).

Sources & evidence

ORD record
ord-54586624f33b45df9c957176a61d95b0
Source dataset
uspto-grants-2004_12
Patent number
US06831106B1

Reaction notes

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