2-methoxyfluoren-9-one → 2-Methoxy-9H-fluoren-9-ol

HRID 1089830Notes

Reaction equation

HRID 1089830 reaction equation
[CH3:1][O:2][C:3]1[CH:15]=[CH:14][C:13]2[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6](=[O:16])[C:5]=2[CH:4]=1>C1COCC1>[CH3:1][O:2][C:3]1[CH:15]=[CH:14][C:13]2[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH:6]([OH:16])[C:5]=2[CH:4]=1

Participants

3

Reactant 1

HCID 2454892-methoxyfluoren-9-one

Product 1

HCID 199784322-Methoxy-9H-fluoren-9-olYield 93.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 2-methoxy-9-fluorenon (6 g, 28.5 mmol) in 30 mL of THF was charged with 1M THF solution of BH3 -THF complex (60 mL, 60 mmol) at 0° C. The reaction mixture was stirred for 6 hr at room temperature, then quenched with water (100 mL). The resulting precipitate was filtered off, washed with water and dried to afford 5.6 g (93.3%) of pure 2-methoxy-9-fluorenol.

Workup

  1. customquenched with water (100 mL)
  2. filtrationThe resulting precipitate was filtered off
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-7c3a3ea6e405483ca9e3ac4a33a43c6d
Source dataset
uspto-grants-1992_01
Patent number
US05079260

Reaction notes

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