Boron tribromide → HCID 57656514, compound

HRID 911218Notes

Reaction equation

HRID 911218 reaction equation
[F:1][C:2]1[C:7]2[CH2:8][CH2:9][N:10]([C:13](=[O:18])[C:14]([F:17])([F:16])[F:15])[CH2:11][CH2:12][C:6]=2[C:5]([O:19]C)=[CH:4][CH:3]=1.B(Br)(Br)Br>C(Cl)Cl>[F:1][C:2]1[C:7]2[CH2:8][CH2:9][N:10]([C:13](=[O:18])[C:14]([F:16])([F:17])[F:15])[CH2:11][CH2:12][C:6]=2[C:5]([OH:19])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 576562002,2,2-Trifluoro-1-(6-fluoro-1,2,4,5-tetrahydro-9-methoxy-3H-3-benzazepin-3-yl)ethanone

Product 1

HCID 57656514HCID 57656514, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

Dissolve 9-fluoro-6-methoxy-3-(2,2,2-trifluoroacetyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine (8.1 g, 27.7 mmol) in DCM (250 mL), cool to 0° C. and add boron tribromide (5.24 mL, 55.5 mmol). Stir at ambient temperature for 1.5 h, wash the mixture with brine, dry the organic layer over Na2SO4 and concentrate in vacuo to obtain the desired intermediate (7.6 g, 99%). MS (ES+) m/z: 278 (M+H)+.

Workup

  1. washwash the mixture with brine
  2. dry with materialdry the organic layer over Na2SO4
  3. concentrationconcentrate in vacuo

Sources & evidence

ORD record
ord-e7f073fc8a384ebfb2a772005ccf71f9
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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