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

HRID 2307560Notes

Reaction equation

HRID 2307560 reaction equation
[OH:1][C:2]1[C:3]([CH3:20])=[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:21]([O:29][CH2:30][C:31]1[CH:32]=[C:33]([CH:36]=[CH:37][C:38]=1[CH2:39][O:40][C:41](=[O:48])[C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)[CH2:34]Br)(=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.C(=O)([O-])[O-].[K+].[K+]>>[C:22]1([C:21]([O:29][CH2:30][C:31]2[CH:32]=[C:33]([CH:36]=[CH:37][C:38]=2[CH2:39][O:40][C:41]([C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)=[O:48])[CH2:34][O:1][C:2]2[C:3]([CH3:20])=[C:4]([C:8]3[C:13]([CH3:14])=[CH:12][C:11]([C:15]([O:17][CH3:18])=[O:16])=[CH:10][C:9]=3[CH3:19])[CH:5]=[CH:6][CH:7]=2)=[O:28])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 223456183,4-Bis(benzoyloxymethyl)benzyl bromideHCID 22606880Methyl 3'-hydroxy-2,6,2'-trimethylbiphenyl-4-carboxylate

Product 1

HCID 22606927Methyl 3'-[3,4-bis(1-phenylmethanoyloxymethyl)benzyloxy]-2,6,2'-trimethylbiphenyl-4-carboxylate

Procedure

In a manner similar to that of Example 1(i), by reaction of 980 mg (3.6 mmol) of methyl 3′-hydroxy-2,6,2′-trimethylbiphenyl-4-carboxylate with 1.75 g (4.5 mmol) of 3,4-bis(benzoyloxymethyl)benzyl bromide and 570 mg (4.1 mmol) of potassium carbonate, the desired product is obtained in the form of white crystals (m.p.=131-132° C.; m=2.16 g; Y=95%).

Sources & evidence

ORD record
ord-e2c475e7959647f99d70e09f494b399f
Source dataset
uspto-grants-2004_12
Patent number
US06831106B1

Reaction notes

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