Diethyl Ether → HCID 69842258, compound

HRID 2120957Notes

Reaction equation

HRID 2120957 reaction equation
Cl.[NH2:2][N:3]=[CH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH2:15][C:14]3([CH2:20][CH2:19][N:18]([C:21](=[O:29])[CH2:22][CH2:23][C:24]([O:26]CC)=[O:25])[CH2:17][CH2:16]3)[O:13][N:12]=2)=[CH:7][CH:6]=1.C(OCC)(=O)C.CCOCC>C(O)C.[OH-].[Na+]>[NH2:2][N:3]=[CH:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]2[CH2:15][C:14]3([CH2:20][CH2:19][N:18]([C:21](=[O:29])[CH2:22][CH2:23][C:24]([OH:26])=[O:25])[CH2:17][CH2:16]3)[O:13][N:12]=2)=[CH:9][CH:10]=1

Participants

6

Reactant 3

HCID 3283Diethyl EtherHCID 8857Ethyl AcetateHCID 69842907HCID 69842907, compound

Product 1

HCID 69842258HCID 69842258, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

0.34 g (0.8 mol) of the ethyl ester from Example 9 were hydrolized in a mixture of 5 ml ethanol and 1 ml 2 N aqueous sodium hydroxide solution according to the procedure from Example 6. A first crop (200 mg) of the title acid crystallized from water/ethanol 1:2. The mother liquid was concentrated, and a second crop (60 mg) was obtained by stirring with a mixture of ethyl acetate and ether. The crystals were filtered and dried in vacuo.

Workup

  1. customA first crop (200 mg) of the title acid crystallized from water/ethanol 1:2
  2. concentrationThe mother liquid was concentrated
  3. customa second crop (60 mg) was obtained
  4. filtrationThe crystals were filtered
  5. customdried in vacuo

Sources & evidence

ORD record
ord-12c032c6438e49ca86a7ed8be7b44e5d
Source dataset
uspto-grants-2004_02
Patent number
US06693109B2

Reaction notes

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