Water → HCID 71523482, compound

HRID 1508264Notes

Reaction equation

HRID 1508264 reaction equation
[ClH:1].[NH:2]1[CH2:8][CH2:7][CH2:6][C:5](=[O:9])[CH2:4][CH2:3]1.[Cl:10][C:11]1[CH:18]=[CH:17][C:14]([CH:15]=O)=[CH:13][CH:12]=1.OS(O)(=O)=O.O>C(O)(=O)C>[Cl:10][C:11]1[CH:18]=[CH:17][C:14](/[CH:15]=[C:4]2\[CH2:3][NH:2][CH2:8][CH2:7]/[C:6](=[CH:15]\[C:14]3[CH:17]=[CH:18][C:11]([Cl:1])=[CH:12][CH:13]=3)/[C:5]\2=[O:9])=[CH:13][CH:12]=1

Participants

6

Reactant 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 77264-ChlorobenzaldehydeHCID 22021728Azepan-4-one hydrochloride

Product 1

HCID 71523482HCID 71523482, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Azepan-4-one hydrochloride (0.45 g, 3.0 mmol) and 4-chlorobenzaldehyde (0.92 g, 6.6 mmol) were dissolved in acetic acid (10 mL), conc. H2SO4 (1 mL) was added drop-wise and the reaction stirred at rt for 24 h. After addition of water (30 mL) a precipitate was formed, filtered off, and dried in vacuum to give the product in 91% purity as a yellow solid. LCMS A: Rt 2.04 m/z [M]+ 358.1.

Workup

  1. customwas formed
  2. filtrationfiltered off
  3. customdried in vacuum
  4. customto give the product in 91% purity as a yellow solid

Sources & evidence

ORD record
ord-9af23b6aa76648e592c762f682346aae
Source dataset
uspto-grants-2015_12
Patent number
US09221761B2

Reaction notes

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