Benzil-di(beta-bromoethyl)ketal → Benzil-di-(3,3-dimethyl glutarimidoethyl)ketal

HRID 1633339Notes

Reaction equation

HRID 1633339 reaction equation
Br[CH2:2][CH2:3][O:4][C:5]([O:20][CH2:21][CH2:22]Br)([C:12]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:13])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[CH3:24][C:25]1([CH3:33])[CH2:31][C:30](=[O:32])[NH:29][C:27](=[O:28])[CH2:26]1.[Na]>>[CH3:24][C:25]1([CH3:33])[CH2:31][C:30](=[O:32])[N:29]([CH2:2][CH2:3][O:4][C:5]([O:20][CH2:21][CH2:22][N:29]2[C:30](=[O:32])[CH2:31][C:25]([CH3:33])([CH3:24])[CH2:26][C:27]2=[O:28])([C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[O:13])[C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:27](=[O:28])[CH2:26]1

Participants

3

Reactant 2

HCID 2326685Benzil-di(beta-bromoethyl)ketalHCID 70508602Sodium 3,3-dimethylglutarimide

Product 1

HCID 20440914Benzil-di-(3,3-dimethyl glutarimidoethyl)ketalYield 97.8%

Procedure

When 13.26 g of benzil-di-(β-bromoethyl)ketal and 10.63 g of sodium 3,3-dimethylglutarimide were reacted and worked up in the same way as in Example 4, 16.5 g (yield 95.8%) of benzil-di-(3,3-dimethyl glutarimidoethyl)ketal was obtained. Recrystallization from ethanol afforded crystals having a melting point of 130° C.

Sources & evidence

ORD record
ord-aa8be6b75a874f11bdea93aaa20f7e6c
Source dataset
uspto-grants-1984_10
Patent number
US04480094

Reaction notes

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