Boron tribromide → HCID 44538092, compound

HRID 1616676Notes

Reaction equation

HRID 1616676 reaction equation
B(Br)(Br)Br.[CH:5]1([C:10]([N:12]2[CH2:19][CH2:18][C@:17]3([CH3:23])[C:20]([CH3:22])([CH3:21])[C@H:13]2[CH2:14][C:15]2[C:27]([O:28]C)=[CH:26][CH:25]=[CH:24][C:16]=23)=[O:11])[CH2:9][CH2:8][CH2:7][CH2:6]1>ClCCl>[CH:5]1([C:10]([N:12]2[CH2:19][CH2:18][C@:17]3([CH3:23])[C:20]([CH3:21])([CH3:22])[C@H:13]2[CH2:14][C:15]2[C:27]([OH:28])=[CH:26][CH:25]=[CH:24][C:16]=23)=[O:11])[CH2:9][CH2:8][CH2:7][CH2:6]1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 66985078HCID 66985078, compound

Product 1

HCID 44538092HCID 44538092, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Boron tribromide (2.8 mL) is added to a solution of cyclopentyl-[(2R,6S)-10-methoxy-6,11,11-trimethyl-1,2,5,6-tetrahydro-4H-2,6-methano-benzo[d]azocin-3-yl]-methanone (280 g) in dichlormethane (10 mL). The resulting solution is stirred at ambient temperature for 2 h and then quenched by the addition of water. The organic phase is separated, washed with water and dried (Na2SO4). Evaporation of the solvent under reduced pressure affords the product.

Workup

  1. customquenched by the addition of water
  2. customThe organic phase is separated
  3. washwashed with water
  4. dry with materialdried (Na2SO4)
  5. customEvaporation of the solvent under reduced pressure
  6. customaffords the product

Sources & evidence

ORD record
ord-2d34333700474eaaa604fa70435fc6cb
Source dataset
uspto-grants-2014_07
Patent number
US08765780B2

Reaction notes

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