Acetic Anhydride → HCID 20542090, compound

HRID 2286177Notes

Reaction equation

HRID 2286177 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[C:16]([CH:19]([OH:21])[CH3:20])[CH:17]=[CH:18][C:13]=2[N:12]([CH3:22])[C:11](=[O:23])[C:10]([CH3:25])([CH3:24])[N:9]=1.[C:26](OC(=O)C)(=[O:28])[CH3:27]>N1C=CC=CC=1>[C:26]([O:21][CH:19]([C:16]1[CH:17]=[CH:18][C:13]2[N:12]([CH3:22])[C:11](=[O:23])[C:10]([CH3:24])([CH3:25])[N:9]=[C:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[F:1])[C:14]=2[CH:15]=1)[CH3:20])(=[O:28])[CH3:27]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 20542075HCID 20542075, compound

Product 1

HCID 20542090HCID 20542090, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 2.5 g (7.34 mmol) of 5-(o-fluorophenyl)-1,3-dihydro-7-(1-hydroxyethyl)-1,3,3-trimethyl-2H-1,4-benzodiazepin-2-one in 10 ml of acetic acid anhydride and 10 ml of pyridine is left to stand at room temperature for 24 hours and then concentrated in vacuo. The residue is taken up in chloroform and the organic phase is washed successively with 2 N hydrochloric acid, 2 N sodium bicarbonate solution and water, dried and evaporated. The residue is chromatographed on 50 g of silica gel using chloroform as the elution agent. There is obtained 1-[5-(o-fluorophenyl)-2,3-dihydro-1,3,3-trimethyl-2-oxo-1H-1,4-benzodiazepin-7-yl]ethyl acetate as an oil.

Workup

  1. concentrationconcentrated in vacuo
  2. washthe organic phase is washed successively with 2 N hydrochloric acid, 2 N sodium bicarbonate solution and water
  3. customdried
  4. customevaporated
  5. customThe residue is chromatographed on 50 g of silica gel

Sources & evidence

ORD record
ord-d9087cb3f4c042dab20d7fb5e47859e0
Source dataset
uspto-grants-1982_04
Patent number
US04327026

Reaction notes

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