Acetone → HCID 66856128, compound

HRID 253514Notes

Reaction equation

HRID 253514 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:10][CH:9]=2)=[CH:4][C:3]=1[C:19]1[CH:28]=[CH:27][C:26]2[C:25]([CH3:30])([CH3:29])[CH2:24][CH2:23][C:22]([CH3:32])([CH3:31])[C:21]=2[CH:20]=1.BrCCCCO[N:39]1[C:43](=[O:44])[C:42]2=[CH:45][CH:46]=[CH:47][CH:48]=[C:41]2[C:40]1=[O:49].[C:50](=O)([O-])[O-].[K+].[K+].[CH3:56][C:57]([CH3:59])=O>>[O:44]=[C:43]1[C:42]2[C:41](=[CH:48][CH:47]=[CH:46][CH:45]=2)[C:40](=[O:49])[N:39]1[CH2:56][CH2:57][CH2:59][CH2:50][O:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:12][CH:13]=2)=[CH:4][C:3]=1[C:19]1[CH:28]=[CH:27][C:26]2[C:25]([CH3:30])([CH3:29])[CH2:24][CH2:23][C:22]([CH3:31])([CH3:32])[C:21]=2[CH:20]=1

Participants

5

Reactant 4

HCID 180AcetoneHCID 11430Potassium CarbonateHCID 7020660N-(4-BROMOBUTOXY)PHTHALIMIDEHCID 57552328Ethyl 4'-hydroxy-3'-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphth-2-yl)biphenyl-4-carboxylate

Product 1

HCID 66856128HCID 66856128, compound

Procedure

In a manner similar to that of Example 17a, by reaction of 600 mg (1.4 mmol) of ethyl 4′-hydroxy-3′-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphth-2-yl)biphenyl-4-carboxylate with 475 mg (1.68 mmol) of N-(4-bromobutoxy)phthalimide and 230 mg (1.66 mmol) of potassium carbonate in 50 ml of acetone. 790 mg of ethyl 4′-[4-(1,3-dioxo-1,3-dihydroisoindol-2-yl)butoxy]-3′-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphth-2-yl)biphenyl-4-carboxylate are obtained in the form of a white solid (yield=90%).

Sources & evidence

ORD record
ord-e45c1a5c4f31480185e1f9d9270e12b6
Source dataset
uspto-grants-2011_01
Patent number
US07872026B2

Reaction notes

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