Boron tribromide → HCID 57471167, compound

HRID 1044479Notes

Reaction equation

HRID 1044479 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:24]=[CH:25][C:26]=1[Cl:27])[CH2:5][CH:6]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([O:16]C)[CH:14]=2)[CH2:9][CH2:8][CH:7]1[NH:18][C:19](=[O:23])[O:20][CH2:21][CH3:22].B(Br)(Br)Br>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:24]=[CH:25][C:26]=1[Cl:27])[CH2:5][CH:6]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([OH:16])[CH:14]=2)[CH2:9][CH2:8][CH:7]1[NH:18][C:19](=[O:23])[O:20][CH2:21][CH3:22]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 57471166HCID 57471166, compound

Product 1

HCID 57471167HCID 57471167, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Ethyl 1-(3,4-dichlorobenzyl)-7-methoxy-1,2,3,4-tetrahydronaphthalen-2-ylcarbamate (2.1 g, 5.14 mmol) was dissolved in CH2Cl2 (50 ml) and BBr3 (3.87 g, 15.4 mmol) was added at −10° C. The reaction mixture was slowly warmed to RT and stirred for 2 h. The reaction mixture was added to ice water and extracted with CH2Cl2. The organic layer was washed with NaHCO3 solution and NaCl solution, then dried on MgSO4 and the solvent was removed. The product was obtained as a brown oil (2.05 g, 5.14 mmol, 100%).

Workup

  1. extractionextracted with CH2Cl2
  2. washThe organic layer was washed with NaHCO3 solution and NaCl solution
  3. customdried on MgSO4
  4. customthe solvent was removed

Sources & evidence

ORD record
ord-9a5eeadad88d4365b92990e2718e6b4e
Source dataset
uspto-grants-2013_10
Patent number
US08563617B2

Reaction notes

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