2-Naphthol → HCID 18979198, compound

HRID 2393161Notes

Reaction equation

HRID 2393161 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[OH:11].O[CH:13]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20]>C(Cl)Cl>[OH:11][C:2]1[CH:3]=[CH:4][C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[C:1]=1[CH:13]([C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20]

Participants

4

Reactant 2

HCID 86632-NaphtholHCID 15125093Ethyl 7-hydroxy-7-phenylheptanoate

Product 1

HCID 18979198HCID 18979198, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-Naphthol (1.152 g) and ethyl 7-hydroxy-7-phenyl-heptanoate (2g) were dissolved in methylene chloride (20 ml) followed by dropwise addition of boron trifluoride-ether complex (0.56 g). After 5 hours of stirring, the reaction mixture was extracted with chloroform and the extract was washed with water, dried, and concentrated. The residue was applied to a silica gel column (hexane-ethyl acetate) to provide the title compound (1.94 g).

Workup

  1. additionfollowed by dropwise addition of boron trifluoride-ether complex (0.56 g)
  2. extractionthe reaction mixture was extracted with chloroform
  3. washthe extract was washed with water
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-0666fbcab346483bb5ca3cc54b3a138d
Source dataset
uspto-grants-1998_09
Patent number
US05804601

Reaction notes

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