Hydrochloric Acid → Diisopropyl Ether

HRID 989751Notes

Reaction equation

HRID 989751 reaction equation
[ClH:1].[O:2]=[C:3]([NH:33][C:34]1[NH:35][CH2:36][CH2:37][CH2:38][N:39]=1)[CH2:4][CH2:5][C:6]1[CH:32]=[CH:31][C:9]2=[C:10]([CH2:13][CH:14]([NH:20][C:21]([O:23][CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[O:22])[C:15]([O:17][CH2:18][CH3:19])=[O:16])[O:11][CH:12]=[C:8]2[CH:7]=1.[CH2:40]1COCC1>>[CH:10]([O:11][CH:12]([CH3:8])[CH3:40])([CH3:9])[CH3:13].[CH2:18]([O:17][C:15](=[O:16])[CH:14]([NH:20][C:21]([O:23][CH2:24][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)=[O:22])[CH2:13][C:10]1[O:11][CH:12]=[C:8]2[CH:7]=[C:6]([CH2:5][CH2:4][C:3](=[O:2])[NH:33][C:34]3[NH:35][CH2:36][CH2:37][CH2:38][N:39]=3)[CH:32]=[CH:31][C:9]=12)[CH3:19].[ClH:1]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 69948620HCID 69948620, compound

Product 2

HCID 7914Diisopropyl EtherHCID 70027424HCID 70027424, compound

Procedure

3 ml of 2N hydrochloric acid is added to 339 mg of the ethyl ester of Example 3 in 20 ml of THF, the reaction medium is agitated for 10 minutes and evaporated under reduced pressure while adding toluene. After treatment with ether and isopropyl ether, 312 mg of the expected hydrochloric acid salt is obtained.

Workup

  1. customevaporated under reduced pressure
  2. additionwhile adding toluene

Sources & evidence

ORD record
ord-4880a3b056f94853a7eb58ec04c3c9f3
Source dataset
uspto-grants-2002_10
Patent number
US06458801B1

Reaction notes

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