Acetic Anhydride → HCID 131715553, compound

HRID 1253301Notes

Reaction equation

HRID 1253301 reaction equation
[ClH:1].[OH:2][C@H:3]1[C@@H:9]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=2)[CH2:8][C:7]2[CH:18]=[CH:19][CH:20]=[CH:21][C:6]=2[N:5]([CH2:22][CH2:23][N:24]([CH3:26])[CH3:25])[C:4]1=[O:27].[C:28](OC(=O)C)(=[O:30])[CH3:29]>>[ClH:1].[C:28]([O:2][C@H:3]1[C@@H:9]([C:10]2[CH:11]=[CH:12][C:13]([O:16][CH3:17])=[CH:14][CH:15]=2)[CH2:8][C:7]2[CH:18]=[CH:19][CH:20]=[CH:21][C:6]=2[N:5]([CH2:22][CH2:23][N:24]([CH3:26])[CH3:25])[C:4]1=[O:27])(=[O:30])[CH3:29]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 131715554HCID 131715554, compound

Product 1

HCID 131715553HCID 131715553, compound

Conditions

Temperature
100 °C

Procedure

(cis)-3-Hydroxy-1-[2-(dimethylamino)ethyl]-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-2H-1-benzazepin-2-one, monohydrochloride (1.27 g, 2.83 mmol) was slurried in 28 ml of acetic anhydride and heated at 100° C. under argon for 3 hours. The resulting solution was then concentrated and the residue dissolved in ethyl acetate. After crystallization commenced, hydrogen chloride saturated ether was added and the mixture was filtered to afford 1.25 g of the desired material as an off-white powder, melting point 215°-216° C.

Workup

  1. concentrationThe resulting solution was then concentrated
  2. dissolutionthe residue dissolved in ethyl acetate
  3. customAfter crystallization
  4. additionhydrogen chloride saturated ether was added
  5. filtrationthe mixture was filtered

Sources & evidence

ORD record
ord-a48a5656e7cf458c88ce2da012c09004
Source dataset
uspto-grants-1988_05
Patent number
US04748239

Reaction notes

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