Acetic Anhydride → HCID 21286603, compound

HRID 2231351Notes

Reaction equation

HRID 2231351 reaction equation
[OH:1][N:2]([CH3:21])[C:3](=[O:20])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)=[CH:6][CH:5]=1.[C:22](OC(=O)C)(=[O:24])[CH3:23]>N1C=CC=CC=1>[C:22]([O:1][N:2]([CH3:21])[C:3](=[O:20])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)=[CH:6][CH:5]=1)(=[O:24])[CH3:23]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 14014950HCID 14014950, compound

Product 1

HCID 21286603HCID 21286603, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 200 mg of N-hydroxy-N-methyl-4-[4-(4-pyridinyl)butyl]benzamide in dry pyridine (3.0 ml) was mixed with acetic anhydride (0.5 ml) and was allowed to stand at room temperature for 20 hours. The mixture was then concentrated in vacuo, diluted with dichloromethane, washed with a dilute Na2CO3 solution and water, dried (MgSO4 anhydrous), evaporated and the residue was purified by column chromatography on silica gel to afford the title compound.

Workup

  1. concentrationThe mixture was then concentrated in vacuo
  2. additiondiluted with dichloromethane
  3. washwashed with a dilute Na2CO3 solution and water
  4. dry with materialdried (MgSO4 anhydrous)
  5. customevaporated
  6. customthe residue was purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-0f5e2d80662548f797af16ebdc1cb040
Source dataset
uspto-grants-1988_11
Patent number
US04782085

Reaction notes

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