ethyl (5-fluoro-3,4-dihydro-2H-naphthalen-1-ylidene)acetate → Ethyl (5-fluoro-1,2,3,4-tetrahydronaphthalen-1-yl)acetate

HRID 331242Notes

Reaction equation

HRID 331242 reaction equation
[F:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][CH2:6][C:7]2=[CH:12][C:13]([O:15][CH2:16][CH3:17])=[O:14]>[C].[Pd].C(O)C>[F:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][CH2:6][CH:7]2[CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14]

Participants

4

Reactant 1

HCID 86641631ethyl (5-fluoro-3,4-dihydro-2H-naphthalen-1-ylidene)acetate

Product 1

HCID 86641632Ethyl (5-fluoro-1,2,3,4-tetrahydronaphthalen-1-yl)acetate

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

Ethyl (5-fluoro-3,4-dihydro-2H-naphthalen-1-ylidene)acetate, 10% palladium carbon catalyst (3 g) and ethanol (150 ml) were stirred under a hydrogen atmosphere for 4 hr. The reaction mixture was filtered through celite, and concentrated to give ethyl (5-fluoro-1,2,3,4-tetrahydronaphthalen-1-yl)acetate.

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-dbb4f20b8c48455890cce1d827266e81
Source dataset
uspto-grants-2014_11
Patent number
US08877779B2

Reaction notes

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