Ethanol → HCID 18440312, compound
Reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH2:8][C:7](=O)[CH2:6][CH2:5]2.[C-]#N.[Na+].[C:16](=[O:19])([O-])[O-].[NH4+:20].[NH4+:21].C[CH2:23][OH:24]>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH2:8][C:7]1([C:23](=[O:24])[NH:21][C:16](=[O:19])[NH:20]1)[CH2:6][CH2:5]2Participants
5
Conditions
- Temperature
- 70 °C
Procedure
A stirred mixture of 6-bromo-2-tetralone (17.6 g, 78.2 mmol), sodium cyanide (9.58 g, 195 mmol), and ammonium carbonate (97.7 g, 1.02 mol) in 1420 (100 mL) and EtOH (100 mL) was heated to 70° C. for 3 h, then allowed to cool to ambient temperature. The precipitate was collected by filtration and washed with H2O (5×200 mL). Drying in vacuo afforded the title compound. MS: m/z=297 (M+1).
Workup
- temperatureto cool to ambient temperature
- filtrationThe precipitate was collected by filtration
- washwashed with H2O (5×200 mL)
- customDrying in vacuo
Sources & evidence
- ORD record
- ord-f2402f654e7e4c1ea0f7e97b4a888b04
- Source dataset
- uspto-grants-2011_12
- Patent number
- US08071771B2
Reaction notes
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