HCID 21475335, compound → HCID 21475349, compound

HRID 2294633Notes

Reaction equation

HRID 2294633 reaction equation
I([O-])(=O)(=O)=[O:2].[Na+].[CH2:7]([O:9][CH2:10][N:11]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=1)[C:12](=[O:16])[CH2:13][S:14][CH3:15])[CH3:8]>O.C(O)C>[CH2:7]([O:9][CH2:10][N:11]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:24])([F:25])[F:26])[CH:18]=1)[C:12](=[O:16])[CH2:13][S:14]([CH3:15])=[O:2])[CH3:8]

Participants

5

Reactant 2

HCID 21475335HCID 21475335, compoundHCID 23667635Sodium periodate

Product 1

HCID 21475349HCID 21475349, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of sodium periodate (20.5 g) in water (190 ml) was added dropwise to a stirred solution of crude product of Step 2 in ethanol (850 ml) at 5° C. The mixture was allowed to reach 20° C. gradually and stirred for 24 hours, then concentrated under reduced pressure. The concentrate was extracted with dichloromethane (500 ml), the extract dried over sodium sulphate, filtered and concentrated under reduced pressure to give the crude product as a brown oil (27.5 g). 1H NMR (CDCl3l ): δ 1.24(3 H,t); 2.76(3 H,s); 3.56(2 H,s); 3.67(2 H, 5.12(2 H,s); 7.51-7.69(4 H,m).

Workup

  1. customto reach 20° C.
  2. concentrationconcentrated under reduced pressure
  3. extractionThe concentrate was extracted with dichloromethane (500 ml)
  4. dry with materialthe extract dried over sodium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-bb488fc4f3ae4b6bb23dd2ca6c68d783
Source dataset
uspto-grants-1997_11
Patent number
US05688962

Reaction notes

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