2-Propyl-6-(3,4,5-trifluorophenyl)-1,2,3,4-tetrahydronaphthalene → 2-Propyl-1,2,3,4-tetrahydro-6-naphthol

HRID 352281Notes

Reaction equation

HRID 352281 reaction equation
C(C1CCC2C(=CC=C(C3C=C([F:20])C(F)=C(F)C=3)C=2)C1)CC.[CH2:23]([CH:26]1[CH2:35][CH2:34][C:33]2[C:28](=[CH:29][CH:30]=[C:31]([OH:37])[C:32]=2F)[CH2:27]1)[CH2:24][CH3:25]>FC(F)(F)S(OC1C=C2C(=CC=1)CC(CCC)CC2)(=O)=O>[CH2:23]([CH:26]1[CH2:35][CH2:34][C:33]2[C:28](=[CH:29][C:30]([F:20])=[C:31]([OH:37])[CH:32]=2)[CH2:27]1)[CH2:24][CH3:25].[CH2:23]([CH:26]1[CH2:35][CH2:34][C:33]2[C:28](=[CH:29][CH:30]=[C:31]([OH:37])[CH:32]=2)[CH2:27]1)[CH2:24][CH3:25]

Participants

5

Reactant 2

HCID 227090512-Propyl-6-(3,4,5-trifluorophenyl)-1,2,3,4-tetrahydronaphthaleneHCID 227090642-Propyl-5-fluoro-1,2,3,4-tetrahydro-6-naphthol

Product 2

HCID 112409382-Propyl-1,2,3,4-tetrahydro-6-naphtholHCID 227090322-Propyl-7-fluoro-1,2,3,4-tetrahydro-6-naphthol

Reagents, catalysts & solvents 1

HCID 227090452-Propyl-1,2,3,4-tetrahydronaphthalen-6-yl trifluoromethanesulfonateSolvent2×

Procedure

Syntheses were performed in the same manner as (7-2) and (7-3), with the exception of using the 2-propyl-5-fluoro-1,2,3,4-tetrahydro-6-naphthol and the 2-propyl-7-fluoro-1,2,3,4-tetrahydro-6-naphthol obtained in (10-1) above instead of the 2-propyl-1,2,3,4-tetrahydro-6-naphthol in (7-2), and yielded 35 g of 2-propyl-5-fluoro-6-(3,4,5-trifluorophenyl)-1,2,3,4-tetrahydronaphthalene, and 53 g of 2-propyl-7-fluoro-6-(3,4,5-trifluorophenyl)-1,2,3,4-tetrahydronaphthalene respectively.

Sources & evidence

ORD record
ord-f4778caf0dc54cbfb39b8dce6cb44ce3
Source dataset
uspto-grants-2004_06
Patent number
US06746728B1

Reaction notes

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