Identification | Back Directory | [Name]
7-BROMO-1,2,3,4-TETRAHYDRO-ISOQUINOLINE | [CAS]
17680-55-6 | [Synonyms]
B90106 CHEMBRDG-BB 4002740 7-Bromo-1,2,3,4-tetrahydroisoquinoL 7-BROMO-1,2,3,4-TETRAHYDRO-ISOQUINOLINE Isoquinoline, 7-bromo-1,2,3,4-tetrahydro- 7-BroMo-1,2,3,4-tetrahydroisoquinoline, 97%, 97% 7-BROMO-1,2,3,4-TETRAHYDRO-ISOQUINOLINE ISO 9001:2015 REACH | [EINECS(EC#)]
-0 | [Molecular Formula]
C9H10BrN | [MDL Number]
MFCD06739047 | [MOL File]
17680-55-6.mol | [Molecular Weight]
212.09 |
Chemical Properties | Back Directory | [Melting point ]
32-35°C | [Boiling point ]
282.9±40.0 °C(Predicted) | [density ]
1.428±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,2-8°C | [form ]
solid | [pka]
9.14±0.20(Predicted) | [color ]
White | [Water Solubility ]
Insoluble in water. | [InChI]
InChI=1S/C9H10BrN/c10-9-2-1-7-3-4-11-6-8(7)5-9/h1-2,5,11H,3-4,6H2 | [InChIKey]
OYODEQFZAJVROF-UHFFFAOYSA-N | [SMILES]
C1C2=C(C=CC(Br)=C2)CCN1 |
Hazard Information | Back Directory | [Uses]
7-Bromo-1,2,3,4-tetrahydroisoquinoline is used as a pharmaceutical intermediate. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 63, p. 4116, 1998 DOI: 10.1021/jo972184e | [Synthesis]
The general procedure for the synthesis of 7-bromo-1,2,3,4-tetrahydroisoquinoline from N-trifluoroacetyl-7-bromo-1,2,3,4-tetrahydroisoquinoline was as follows: 1-(7-bromo-3,4-dihydro-1H-isoquinolin-2-yl)-2,2,2-trifluoroacetophenone (14.3 g, 46.4 mmol) was added to a mixture of methanol (50 mL) and saturated sodium carbonate solution ( 50 mL) to a mixture of methanol (50 mL) and saturated sodium carbonate solution (50 mL). The reaction mixture was stirred at 60 °C for 1 hour. After completion of the reaction, the mixture was concentrated and the residue was extracted with ethyl acetate. The organic layers were combined, washed sequentially with water and brine, and then dried over anhydrous sodium sulfate. After evaporation of the solvent, the crude product was purified by column chromatography to afford the light yellow solid product 7-bromo-1,2,3,4-tetrahydroisoquinoline (8.4 g, 85% yield). Mass spectrometry analysis showed m/z 213.8 (M + 1). | [References]
[1] Patent: WO2008/76954, 2008, A2. Location in patent: Page/Page column 51 [2] Patent: US2008/81803, 2008, A1. Location in patent: Page/Page column 34-35 |
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