Chloride → HCID 131723179, compound

HRID 841123Notes

Reaction equation

HRID 841123 reaction equation
[C:1]([C:4]1[C:5]([C:23](=[O:25])[CH3:24])=[C:6]([OH:22])[C:7](=[CH:20][CH:21]=1)[C:8]([O:10][CH2:11][CH2:12]OCCOCCO)=[O:9])(=[O:3])[CH3:2].[Cl-].C(OC1C(=CC=CC=1)C(O)=O)(=O)C.C(O)C[CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][OH:50].C(OC(C)C)(C)C>>[C:1]([C:4]1[C:5]([C:23](=[O:25])[CH3:24])=[C:6]([OH:22])[C:7](=[CH:20][CH:21]=1)[C:8]([O:10][CH2:11][CH2:12][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][OH:50])=[O:9])(=[O:3])[CH3:2]

Participants

6

Reactant 5

HCID 312ChlorideHCID 2244AspirinHCID 7914Diisopropyl EtherHCID 371531,10-DecanediolHCID 131723178HCID 131723178, compound

Product 1

HCID 131723179HCID 131723179, compound

Procedure

The compound (IV) was prepared according to the procedure described in Example 1 for the synthesis of (XIX), starting from 5 g of the chloride of acetylsalicylic acid, 3.5 ml of TEA and 2.17 g of 1.10-decandiol. The product was purified by chromatography utilizing an eluent mix constituted by ethylether/hexane 7:3 (v/v). The intermediate fractions were collected, the solvent was evaporated under reduced pressure and a solid residue was obtained which, trirurated with isopropyl ether, produced 1.37 g of 1.10-decandiol bis-acetylsalicylate (IV) with m.p.=75° C.

Workup

  1. customThe compound (IV) was prepared
  2. customThe product was purified by chromatography
  3. additionmix
  4. customThe intermediate fractions were collected
  5. customthe solvent was evaporated under reduced pressure
  6. customa solid residue was obtained which

Sources & evidence

ORD record
ord-b0d5989124334152b46aa14de0f2b988
Source dataset
uspto-grants-2002_04
Patent number
US06369260B1

Reaction notes

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