Boron tribromide → HCID 20433772, compound

HRID 1154660Notes

Reaction equation

HRID 1154660 reaction equation
C[O:2][C:3]1[C:18]([O:19]C)=[CH:17][C:6]2[CH2:7][C:8](=[O:16])[N:9]([CH2:12][CH2:13][CH2:14][Cl:15])[CH2:10][CH2:11][C:5]=2[CH:4]=1.B(Br)(Br)Br>C(Cl)Cl>[OH:2][C:3]1[C:18]([OH:19])=[CH:17][C:6]2[CH2:7][C:8](=[O:16])[N:9]([CH2:12][CH2:13][CH2:14][Cl:15])[CH2:10][CH2:11][C:5]=2[CH:4]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 130925103-(3-Chloropropyl)-7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one

Product 1

HCID 20433772HCID 20433772, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

8.9 gm (0.03 mol) of 1-(7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl)-3-chloro-propane were dissolved in 100 ml of methylene chloride; the solution was admixed at -60° C. with 2.1 ml of boron tribromide. After removing the cooling bath the reaction temperature rose to 20° C. and at this temperature the reaction mixture was stirred for 10 hours. The resulting resinous precipitate was made to crystallize by addition of 100 ml of water and subsequent stirring for one hour. The crystalline precipitate was suction-filtered off and washed with water and methylene chloride. For purification the crystalline product was stirred with acetone and suction-filtered off.

Workup

  1. customAfter removing the cooling bath the reaction temperature
  2. customrose to 20° C. and at this temperature
  3. customto crystallize by addition of 100 ml of water
  4. stirringsubsequent stirring for one hour
  5. filtrationThe crystalline precipitate was suction-filtered off
  6. washwashed with water and methylene chloride
  7. customFor purification the crystalline product
  8. stirringwas stirred with acetone
  9. filtrationsuction-filtered off

Sources & evidence

ORD record
ord-7a2a92b993c04d9585bbda88d7acf6d2
Source dataset
uspto-grants-1984_12
Patent number
US04490369

Reaction notes

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