Benzamide → HCID 14155734, compound

HRID 1252149Notes

Reaction equation

HRID 1252149 reaction equation
[C:1]([NH2:9])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.COC1C=C(CC(N)=O)C=CC=1OC.[C:24]1([C:30]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)([CH2:34][CH:35]=O)[CH2:31][CH:32]=O)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.CC(C)(CC=O)CC=O>>[C:1]([N:9]1[CH:32]=[CH:31][C:30]([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)([C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)[CH:34]=[CH:35]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 4

HCID 2331BenzamideHCID 797463,4-DimethoxyphenylacetamideHCID 11116082HCID 11116082, compoundHCID 139057513,3-Diphenylpentanedial

Product 1

HCID 14155734HCID 14155734, compound

Procedure

The title compound was prepared using the method of Example 2b after substituting equivalent quantities of benzamide for (3,4-dimethoxyphenyl)acetamide and 3,3-diphenylglutaraldehyde (the compound of Example 4a) for 3,3-dimethylglutaraldehyde as starting materials. The crude product was purified by silica gel flash chromatography eluting with a 7% ethyl acetate/hexane solution. The eluate was evaporated in vacuo to yield a clear oil which, after triturating with methanol, gave the title compound as a white solid, mp 91°-93° C.

Workup

  1. customThe title compound was prepared
  2. customThe crude product was purified by silica gel flash chromatography
  3. washeluting with a 7% ethyl acetate/hexane solution
  4. customThe eluate was evaporated in vacuo
  5. customto yield a clear oil which
  6. customafter triturating with methanol

Sources & evidence

ORD record
ord-3b82179fce73457882646c863430a28a
Source dataset
uspto-grants-1988_05
Patent number
US04742068

Reaction notes

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