Potassium Carbonate → Ethyl 6-{3-[3,4-bis(1-phenylmethanoyloxymethyl)-benzyloxy]phenyl}nicotinate

HRID 2307562Notes

Reaction equation

HRID 2307562 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:18]=[CH:17][C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1.[C:19]([O:27][CH2:28][C:29]1[CH:30]=[C:31]([CH:34]=[CH:35][C:36]=1[CH2:37][O:38][C:39](=[O:46])[C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1)[CH2:32]Br)(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.C(=O)([O-])[O-].[K+].[K+]>>[C:20]1([C:19]([O:27][CH2:28][C:29]2[CH:30]=[C:31]([CH:34]=[CH:35][C:36]=2[CH2:37][O:38][C:39]([C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)=[O:46])[CH2:32][O:1][C:2]2[CH:3]=[C:4]([C:8]3[CH:18]=[CH:17][C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:10][N:9]=3)[CH:5]=[CH:6][CH:7]=2)=[O:26])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 223456183,4-Bis(benzoyloxymethyl)benzyl bromideHCID 22606943Ethyl6-(3-hydroxyphenyl)pyridine-3-carboxylate

Product 1

HCID 22606949Ethyl 6-{3-[3,4-bis(1-phenylmethanoyloxymethyl)-benzyloxy]phenyl}nicotinate

Procedure

In a manner similar to that of Example 1(i), by reaction of 277 mg (1.1 mmol) of ethyl 6-(3-hydroxyphenyl)nicotinate with 500 mg (1.1 mmol) of 3,4-bis(benzoyloxymethyl)benzyl bromide and 166 mg (1.2 mmol) of potassium carbonate. The desired product is obtained in the form of white crystals (m.p.=118-120° C.; m=500 mg; Y=73%).

Sources & evidence

ORD record
ord-3f2b6ad5b25849dbbc5e120fbd87ab75
Source dataset
uspto-grants-2004_12
Patent number
US06831106B1

Reaction notes

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