Oxalyl chloride → HCID 15858574, compound

HRID 1387740Notes

Reaction equation

HRID 1387740 reaction equation
C(Cl)(=O)C([Cl:4])=O.[CH3:7][O:8][C:9]1[CH:10]=[C:11]([CH2:19][CH2:20][C:21]([CH:23]2[CH2:27][CH2:26][CH2:25][C:24]2=O)=[O:22])[CH:12]=[C:13]([O:17][CH3:18])[C:14]=1[O:15][CH3:16]>C(Cl)(Cl)Cl>[Cl:4][C:24]1[CH2:25][CH2:26][CH2:27][C:23]=1[C:21](=[O:22])[CH2:20][CH2:19][C:11]1[CH:10]=[C:9]([O:8][CH3:7])[C:14]([O:15][CH3:16])=[C:13]([O:17][CH3:18])[CH:12]=1

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 15858573HCID 15858573, compound

Product 1

HCID 15858574HCID 15858574, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

13 ml of oxalyl chloride were added at ambient temperature to a solution of 23 g of the product of Stage C and 230 ml of chloroform and the mixture was stirred for three hours at ambient temperature, and concentrated under reduced pressure by proceeding with two entrainments with cyclohexane to obtain 28 g of crude product which was crystallized from a mixture of 50 ml of cyclohexane and 50 ml of diisopropyl ether after partial concentration. Separation was carried out, followed by washing with diisopropyl ether and drying under reduced pressure to obtain 16.24 g of the expected product melting at 93° C.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customto obtain 28 g of crude product which
  3. customwas crystallized from a mixture of 50 ml of cyclohexane and 50 ml of diisopropyl ether
  4. concentrationafter partial concentration
  5. customSeparation
  6. washby washing with diisopropyl ether
  7. customdrying under reduced pressure

Sources & evidence

ORD record
ord-cd6ac87f05b7495ea8f757a50c691f92
Source dataset
uspto-grants-2001_07
Patent number
US06268520B1

Reaction notes

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