Ethanol → HCID 10548831, compound

HRID 1955143Notes

Reaction equation

HRID 1955143 reaction equation
[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([C@H:11]2[C@H:15]([C:16]([OH:18])=O)[C@@H:14]([C:19]3[CH:27]=[CH:26][C:22]4[O:23][CH2:24][O:25][C:21]=4[CH:20]=3)[CH2:13][N:12]2C(OC(C)(C)C)=O)=[CH:7][CH:6]=1)[CH2:2][CH3:3].[CH2:35]([OH:37])[CH3:36]>>[CH2:1]([O:4][C:5]1[CH:6]=[CH:7][C:8]([C@H:11]2[C@H:15]([C:16]([O:37][CH2:35][CH3:36])=[O:18])[C@@H:14]([C:19]3[CH:27]=[CH:26][C:22]4[O:23][CH2:24][O:25][C:21]=4[CH:20]=3)[CH2:13][NH:12]2)=[CH:9][CH:10]=1)[CH2:2][CH3:3]

Participants

3

Reactant 2

HCID 702EthanolHCID 21971354HCID 21971354, compound

Product 1

HCID 10548831HCID 10548831, compound

Procedure

The compound of Example 20A was dissolved in ethanol and cooled in an ice bath. Gaseous HCl was bubbled through the solution until saturated; the resultant solution was warmed to ambient temperature and allowed to stir overnight under a blanket of nitrogen. The solvents were removed in vacuo; the residue was taken up in bicarb and extracted with EtOAc. The organic layer was decanted, then washed with brine and dried over Na2SO4.

Workup

  1. temperaturecooled in an ice bath
  2. customGaseous HCl was bubbled through the solution until saturated
  3. customThe solvents were removed in vacuo
  4. extractionextracted with EtOAc
  5. customThe organic layer was decanted
  6. washwashed with brine
  7. dry with materialdried over Na2SO4

Sources & evidence

ORD record
ord-7badd28df5154777b4bfaa904d6b0c4e
Source dataset
uspto-grants-2000_09
Patent number
US06124341

Reaction notes

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