Dimethylformamide → HCID 87315866, compound

HRID 624405Notes

Reaction equation

HRID 624405 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-3be8649e3f4f4706a23df951038e13b8
Source dataset
uspto-grants-2016_04
Patent number
US09303025B2

Reaction notes

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