Hydrochloric Acid → (3S)-3-amino-7-phenyl-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one hydrochloride

HRID 1670413Notes

Reaction equation

HRID 1670413 reaction equation
[O:1]=[C:2]1[C@@H:8]([NH:9]C(=O)OC(C)(C)C)[CH2:7][CH2:6][C:5]2[CH:17]=[C:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH:19]=[CH:20][C:4]=2[NH:3]1.[ClH:27]>O1CCOCC1>[ClH:27].[NH2:9][C@H:8]1[CH2:7][CH2:6][C:5]2[CH:17]=[C:18]([C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH:19]=[CH:20][C:4]=2[NH:3][C:2]1=[O:1]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57443395tert-butyl [(3S)-2-oxo-7-phenyl-2,3,4,5-tetrahydro-1H-1-benzazepin-3-yl]carbamate

Product 1

HCID 67344609(3S)-3-amino-7-phenyl-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

5.63 g of 13a (15.97 mmol) are taken up in a 250 ml round-bottomed flask and 140 ml of a solution of hydrochloric acid in dioxane (4M) are added. The medium is stirred for 4 h at AT under argon. A precipitate forms and is filter-dried and washed with 5 ml of dioxane and then 5 ml of isopropyl ether. After drying, 5.7 g of amine 14a in hydrochloride form are obtained.

Workup

  1. customA precipitate forms and is filter-dried
  2. washwashed with 5 ml of dioxane
  3. customAfter drying

Sources & evidence

ORD record
ord-c3390fb47d494058a676c8e88ba898f5
Source dataset
uspto-grants-2011_08
Patent number
US07994162B2

Reaction notes

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