Methanol → HCID 10634423, compound

HRID 1033099Notes

Reaction equation

HRID 1033099 reaction equation
[C:1]1([C:7]2[C:16]3[C:11](=[CH:12][C:13]([OH:17])=[CH:14][CH:15]=3)[CH:10]=[C:9]([C:18](OC)=[O:19])[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CC(C[AlH]CC(C)C)C.CO>C1COCC1>[C:1]1([C:7]2[C:16]3[C:11](=[CH:12][C:13]([OH:17])=[CH:14][CH:15]=3)[CH:10]=[C:9]([CH2:18][OH:19])[CH:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14487Diisobutylaluminum hydrideHCID 10492835HCID 10492835, compound

Product 1

HCID 10634423HCID 10634423, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1-phenyl-3-carbomethoxy-6-naphthol (Naphthol 11) (2.5 g, 9 mmoL) in dry THF (50 mL) at 0° C. was added (4.8 mL, 2.7 mmoL, 3 eq.) of DIBAL-H. The resulting solution was stirred for 2 hr. Then methanol (excess) was added and the solvent evaporated. The mixture was diluted with EtOAc, washed successively with HCl, 1N, H2O, brine, to give the title compound.

Workup

  1. customthe solvent evaporated
  2. additionThe mixture was diluted with EtOAc
  3. washwashed successively with HCl, 1N, H2O, brine

Sources & evidence

ORD record
ord-097f788622524b68abcfd8a5ff162093
Source dataset
uspto-grants-1994_05
Patent number
US05308852

Reaction notes

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