Boron tribromide → HCID 86614876, compound

HRID 549497Notes

Reaction equation

HRID 549497 reaction equation
B(Br)(Br)Br.[Br:5][C:6]1[CH:7]=[CH:8][C:9]2[CH:10]=[CH:11][C:12]3[C:17]([C:18]=2[CH:19]=1)=[CH:16][C:15]([O:20]C)=[CH:14][CH:13]=3>C(Cl)Cl>[Br:5][C:6]1[CH:19]=[C:18]2[C:9](=[CH:8][CH:7]=1)[CH:10]=[CH:11][C:12]1[CH:13]=[CH:14][C:15]([OH:20])=[CH:16][C:17]2=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 866148773-Bromo-6-methoxyphenanthrene

Product 1

HCID 86614876HCID 86614876, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a flask containing BBr3 (1 M in CH2Cl2, 17 mL) at 0° C. was added a solution of 3-bromo-6-methoxyphenanthrene (1 g, 3.5 mmol) from Step 2, Example 160 in CH2Cl2 (10 mL). The reaction mixture was warmed to room temperature and stirred for 30 minutes, after which it was quenched with water. The aqueous layer was extracted with CH2Cl2. The organic layer was dried over MgSO4, filtered and concentrated to yield crude 6-bromophenanthren-3-ol.

Workup

  1. customafter which it was quenched with water
  2. extractionThe aqueous layer was extracted with CH2Cl2
  3. dry with materialThe organic layer was dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-690a5db960b14dc89152afdfa76eafc3
Source dataset
uspto-grants-2011_05
Patent number
US07943649B2

Reaction notes

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