delta-Gluconolactone → HCID 11434749, compound

HRID 2121066Notes

Reaction equation

HRID 2121066 reaction equation
[NH2:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([P:9]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:5][CH:4]=1.[C:22]1(=[O:33])[O:32][C@H:29]([CH2:30][OH:31])[C@@H:27]([OH:28])[C@H:25]([OH:26])[C@H:23]1[OH:24]>>[C:10]1([P:9]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:6]2[CH:5]=[CH:4][C:3]([CH2:2][NH:1][C:30]([C@@H:29]([C@H:27]([C@@H:25]([C@@H:23]([CH2:22][OH:33])[OH:24])[OH:26])[OH:28])[OH:32])=[O:31])=[CH:8][CH:7]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 7027delta-GluconolactoneHCID 12010638HCID 12010638, compound

Product 1

HCID 11434749HCID 11434749, compound

Procedure

In a flask were placed (4-aminomethylphenyl)diphenylphosphine (2.89 g, 9.9 mmol), D-glucono-1,5-lactone (1.78 g, 10 mmol) and drybenzene (60 ml), and the mixture was heated at 80° C. for two hours with stirring, during which precipitate was formed. After cooling to room temperature, the precipitate was collected by vacuum filtration. The collected solid was washed with 10 mL of benzene five times. The product was dried at room temperature in vacuo. Yield: 4.46 g (96%).

Workup

  1. customIn a flask were placed
  2. customwas formed
  3. filtrationthe precipitate was collected by vacuum filtration
  4. washThe collected solid was washed with 10 mL of benzene five times
  5. customThe product was dried at room temperature in vacuo

Sources & evidence

ORD record
ord-77a489a8798f4b8488db1d19dfe2e57f
Source dataset
uspto-grants-2004_02
Patent number
US06693210B2

Reaction notes

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