Dichloromethane → HCID 86597846, compound

HRID 2180582Notes

Reaction equation

HRID 2180582 reaction equation
[C:1]([C:5]1[C:14]2[CH:13]=[C:12](/[C:15](/[CH2:20][CH3:21])=[C:16](/[F:19])\[CH2:17][OH:18])[C:11]([O:22][CH2:23][CH3:24])=[CH:10][C:9]=2[C:8]([CH3:26])([CH3:25])[CH2:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].C([N+](CCC)(CCC)CCC)CC.C[N+]1([O-])CCOCC1.ClCCl>C(#N)C.CCCCCC.C(OCC)(=O)C>[C:1]([C:5]1[C:14]2[CH:13]=[C:12](/[C:15](/[CH2:20][CH3:21])=[C:16](/[F:19])\[CH:17]=[O:18])[C:11]([O:22][CH2:23][CH3:24])=[CH:10][C:9]=2[C:8]([CH3:25])([CH3:26])[CH2:7][CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

8

Reactant 4

HCID 6344DichloromethaneHCID 9559TetrapropylammoniumHCID 82029Methyl morpholine oxideHCID 69730999HCID 69730999, compound

Product 1

HCID 86597846HCID 86597846, compound

Reagents, catalysts & solvents 3

HCID 6342AcetonitrileSolventHCID 8058HexaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

As described in General Procedure H-1, (2E)-3-(8-tert-butyl-3-ethoxy-5,5-dimethyl-5,6-dihydronaphthalen-2-yl)-2-fluoro-pent-2-en-1-ol (Compound A-56, 487 mg, 1.61 mmol), tetrapropylammonium peruthenate (316 mg, 2.7 mmol) and 4-methylmorpholine N-oxide (3.5 mg) were reacted in acetonitrile (4 mL) and dichloromethane (8 mL) to produce the title compound as an oil after flash chromatography (silica gel, 10% ethyl acetate in hexane).

Sources & evidence

ORD record
ord-f9004df276cf4c5eb0db4fb65372dc69
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

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