Potassium Carbonate → 1-{4-[3-(3,4-Bis(1-phenylmethanoyloxymethyl)benzyloxy)phenyl]-2-thiophenyl}-1-propanone

HRID 2307574Notes

Reaction equation

HRID 2307574 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[C:10]([C:13](=[O:16])[CH2:14][CH3:15])[S:11][CH:12]=2)[CH:5]=[CH:6][CH:7]=1.[C:17]([O:25][CH2:26][C:27]1[CH:28]=[C:29]([CH:32]=[CH:33][C:34]=1[CH2:35][O:36][C:37](=[O:44])[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[CH2:30]Br)(=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(=O)([O-])[O-].[K+].[K+]>>[C:18]1([C:17]([O:25][CH2:26][C:27]2[CH:28]=[C:29]([CH:32]=[CH:33][C:34]=2[CH2:35][O:36][C:37]([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)=[O:44])[CH2:30][O:1][C:2]2[CH:3]=[C:4]([C:8]3[CH:9]=[C:10]([C:13](=[O:16])[CH2:14][CH3:15])[S:11][CH:12]=3)[CH:5]=[CH:6][CH:7]=2)=[O:24])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 223456183,4-Bis(benzoyloxymethyl)benzyl bromideHCID 226069201-[4-(3-Hydroxyphenyl)-2-thiophenyl]-1-propanone

Product 1

HCID 226068641-{4-[3-(3,4-Bis(1-phenylmethanoyloxymethyl)benzyloxy)phenyl]-2-thiophenyl}-1-propanone

Procedure

In a manner similar to that of Example 1(i), by reaction of 3.8 g (16.3 mmol) of 1-[4-(3-hydroxyphenyl)-2-thiophenyl]-1-propanone with 16.9 g (18 mmol) of 3,4-bis(benzoyloxymethyl)benzyl bromide and 2.36 g (17 mmol) of potassium carbonate, the desired product is obtained in the form of white crystals (m.p.=117° C.; m=9.1 g; Y=95%).

Sources & evidence

ORD record
ord-52eee35f648b459cae73ff67b35e8a1b
Source dataset
uspto-grants-2004_12
Patent number
US06831106B1

Reaction notes

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