Dimethylformamide → HCID 87315866, compound

HRID 573118Notes

Reaction equation

HRID 573118 reaction equation
P(Cl)(Cl)([Cl:3])=O.[O:6]1[CH2:12][CH2:11][CH2:10][C:9](=O)[CH2:8][CH2:7]1.CN(C)[CH:16]=[O:17]>ClCCl.C(OCC)(=O)C>[Cl:3][C:10]1=[C:9]([CH:16]=[O:17])[CH2:8][CH2:7][O:6][CH2:12][CH2:11]1

Participants

6

Reactant 3

HCID 6228DimethylformamideHCID 24813Phosphorus oxychlorideHCID 642792oxepan-4-one

Product 1

HCID 87315866HCID 87315866, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

Phosphorus oxychloride (3.45 mL) was added dropwise to a cooled (0° C.) solution of EXAMPLE 314A (4.2 g) in N,N-dimethylformamide (12 mL) and dichloromethane (30 mL). The mixture was then stirred at room temperature overnight before it was diluted with ethyl acetate (300 mL) and washed with aqueous sodium acetate, water (3×), brine and dried over Na2SO4. After filtration and concentration, the crude product was used directly in the next reaction without further purification.

Workup

  1. washwashed with aqueous sodium acetate, water (3×), brine
  2. dry with materialdried over Na2SO4
  3. filtrationAfter filtration and concentration
  4. customthe crude product was used directly in the next reaction without further purification

Sources & evidence

ORD record
ord-96976f72e1084b60b7245d0c2722ffd4
Source dataset
uspto-grants-2015_05
Patent number
US09029404B2

Reaction notes

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