Benzil-di(beta-bromoethyl)ketal → Benzil-di-(beta-1,2,5,6-tetrahydrophthalimidoethyl)ketal

HRID 435180Notes

Reaction equation

HRID 435180 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.[C:24]1(=[O:34])[NH:28][C:27](=[O:29])[CH:26]2[CH:30]=[CH:31][CH2:32][CH2:33][CH:25]12.[Na]>CN(C)C=O>[C:24]1(=[O:34])[N:28]([CH2:2][CH2:3][O:4][C:5]([O:20][CH2:21][CH2:22][N:28]2[C:27](=[O:29])[CH:26]3[CH:30]=[CH:31][CH2:32][CH2:33][CH:25]3[C:24]2=[O:34])([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:29])[CH:26]2[CH:30]=[CH:31][CH2:32][CH2:33][CH:25]12

Participants

4

Reactant 2

HCID 2326685Benzil-di(beta-bromoethyl)ketalHCID 67418806Sodium 1,2,5,6-tetrahydrophthalimide

Product 1

HCID 20440919Benzil-di-(beta-1,2,5,6-tetrahydrophthalimidoethyl)ketalYield 87.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Benzil-di-(β-bromoethyl)ketal (13.26 g) and 11.42 g of sodium 1,2,5,6-tetrahydrophthalimide were dissolved in 100 ml of N,N-dimethylformamide, and reacted and worked up in the same way as in Example 4. There was obtained 15.3 g (yield 85.9%) of benzil-di-(β-1,2,5,6-tetrahydrophthalimidoethyl)ketal.

Workup

  1. customreacted

Sources & evidence

ORD record
ord-8b7ce976d45e46eaafc12c8062545054
Source dataset
uspto-grants-1983_08
Patent number
US04400519

Reaction notes

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