1,2,3,4-tetrahydro-6-benzyloxynaphthalene-2-carboxylic acid (R)-1-trifluoromethylheptyl ester → HCID 18655712, compound

HRID 1955463Notes

Reaction equation

HRID 1955463 reaction equation
[H][H].[F:3][C:4]([F:34])([F:33])[C@H:5]([O:12][C:13]([CH:15]1[CH2:24][CH2:23][C:22]2[C:17](=[CH:18][CH:19]=[C:20]([O:25]CC3C=CC=CC=3)[CH:21]=2)[CH2:16]1)=[O:14])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]>[Pd].O1CCCC1>[F:3][C:4]([F:33])([F:34])[C@H:5]([O:12][C:13]([CH:15]1[CH2:24][CH2:23][C:22]2[C:17](=[CH:18][CH:19]=[C:20]([OH:25])[CH:21]=2)[CH2:16]1)=[O:14])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]

Participants

5

Reactant 2

HCID 186557111,2,3,4-tetrahydro-6-benzyloxynaphthalene-2-carboxylic acid (R)-1-trifluoromethylheptyl esterHCID 178418361HCID 178418361, compound

Product 1

HCID 18655712HCID 18655712, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Hydrogen gas was blown into a mixture of 8.19 g (18.3 mmol) of the 1,2,3,4-tetrahydro-6-benzyloxynaphthalene-2-carboxylic acid (R)-1-trifluoromethylheptyl ester obtained in the fourth stage, 3.6 g of 5% palladium/carbon as a catalyst and 50 ml of tetrahydrofuran with stirring at room temperature and ordinary pressure for 24 hours. The reaction mixture was filtered using Celite as a filter aid, and the filtrate obtained was concentrated to obtain 6.78 g (18.3 mmol) of 1,2,3,4-tetrahydro-6-hydroxynaphthalene-2-carboxylic acid (R)-1-trifluoromethylheptyl ester as a brown liquid.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe filtrate obtained
  3. concentrationwas concentrated

Sources & evidence

ORD record
ord-be15424566cd40b7aced08df01690338
Source dataset
uspto-grants-1998_07
Patent number
US05776365

Reaction notes

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