Dichloromethane → HCID 22399561, compound

HRID 1734240Notes

Reaction equation

HRID 1734240 reaction equation
[C:1]([O:9][CH2:10][CH:11]1[CH:15]([CH2:16][O:17][C:18](=[O:25])[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[O:14][CH2:13][O:12]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:26]([Br:29])(=[O:28])C.Cl[CH2:31]Cl>[Br-].[Zn+2].[Br-]>[C:13]([O:12][CH:11]([CH:15]([O:28][CH2:26][Br:29])[CH2:16][O:17][C:18](=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH2:10][O:9][C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)(=[O:14])[CH3:31]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 10482Acetyl bromideHCID 9945979HCID 9945979, compound

Product 1

HCID 22399561HCID 22399561, compound

Reagents, catalysts & solvents 1

HCID 10421208Zinc bromideCatalyst

Procedure

34.2 g of (4RS,5SR)-4,5-bis(benzoyloxymethyl)-1,3-dioxolane and acetyl bromide were mixed with stirring under cooling with ice. The mixture was further reacted with the addition of 1.0 g of zinc bromide. After dismantling the ice water bath, 50 ml of dichloromethane was added and reacted while stirring at room temperature. After the reaction for two hours, the insoluble matters were separated by filtration, and the filtrate was concentrated by evaporator at a low temperature (below room temperature) to obtain the title compound.

Workup

  1. temperatureunder cooling with ice
  2. additionwas added
  3. customreacted
  4. stirringwhile stirring at room temperature
  5. customAfter the reaction for two hours
  6. customthe insoluble matters were separated by filtration
  7. concentrationthe filtrate was concentrated by evaporator at a low temperature (below room temperature)

Sources & evidence

ORD record
ord-c0054a83d60b4329b16d4f56dd7a1d8d
Source dataset
uspto-grants-1996_07
Patent number
US05532380

Reaction notes

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