Acetic Anhydride → HCID 19882593, compound

HRID 847248Notes

Reaction equation

HRID 847248 reaction equation
[ClH:1].[CH3:2][O:3][C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH2:6][CH2:7][CH2:8][CH:9]2[CH2:14][NH2:15].[OH-].[K+].[C:18](OC(=O)C)(=O)[CH3:19]>>[ClH:1].[CH2:18]([NH:15][CH2:14][CH:9]1[C:10]2[C:5](=[C:4]([O:3][CH3:2])[CH:13]=[CH:12][CH:11]=2)[CH2:6][CH2:7][CH2:8]1)[CH3:19]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 14797Potassium HydroxideHCID 19098380HCID 19098380, compound

Product 1

HCID 19882593HCID 19882593, compound

Procedure

The product from Example 14 was treated with KOH to give the free base, then reacted with acetic anhydride affording the amide. Anal. calcd. for C14H19NO2 : C, 72.07; H, 8.21; N, 6.00. Found: C, 72.03; H, 8.25; N, 6.01. This amide was reduced using the procedure of Example 5 to give the desired compound. Anal. calcd. for C14H22ClNO: C, 65.74; H, 8.67; N, 5.48. Found: C, 65.71; H, 8.61; N, 5.47.

Workup

  1. customto give the free base

Sources & evidence

ORD record
ord-f425a93e3e5f45ea973777908715f94c
Source dataset
uspto-grants-1992_08
Patent number
US05140040

Reaction notes

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