Benzil-di(beta-bromoethyl)ketal → Benzil-di-(beta-glutarimidoethyl)ketal

HRID 435178Notes

Reaction equation

HRID 435178 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:31])[NH:29][C:28](=[O:30])[CH2:27][CH2:26][CH2:25]1.[Na]>CN(C)C=O>[C:28]1(=[O:30])[N:29]([CH2:2][CH2:3][O:4][C:5]([O:20][CH2:21][CH2:22][N:29]2[C:24](=[O:31])[CH2:25][CH2:26][CH2:27][C:28]2=[O:30])([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:24](=[O:31])[CH2:25][CH2:26][CH2:27]1

Participants

4

Reactant 2

HCID 2326685Benzil-di(beta-bromoethyl)ketalHCID 70099273CID 70099273

Product 1

HCID 20440916Benzil-di-(beta-glutarimidoethyl)ketalYield 89.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Benzil-di-(β-bromoethyl)ketal (13.26 g) and 8.91 g of sodium glutarimide were dissolved in 50 ml of N,N-dimethylformamide, and reacted at 50° C. for 7 hours. When the reaction mixture was poured into 200 ml of ice water, white crystals formed. These crystals were washed with water, and dried to give 13.6 g of benzil-di-(β-glutarimidoethyl)ketal.

Workup

  1. customreacted at 50° C. for 7 hours
  2. customformed
  3. washThese crystals were washed with water
  4. customdried

Sources & evidence

ORD record
ord-cf80cd16e17c44bb9c0e0b1cdf0b4552
Source dataset
uspto-grants-1983_08
Patent number
US04400519

Reaction notes

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