HCID 18987993, compound → HCID 136006919, compound

HRID 1655166Notes

Reaction equation

HRID 1655166 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[C:9][CH2:10][CH2:11][O:12][NH2:13])=[CH:4][CH:3]=1.[C:14]([C:19]1[C:20](=[O:32])[CH2:21][CH:22]([CH:26]2[CH2:31][CH2:30][O:29][CH2:28][CH2:27]2)[CH2:23][C:24]=1[OH:25])(=O)[CH2:15][CH2:16][CH3:17]>CO>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]#[C:9][CH2:10][CH2:11][O:12][N:13]=[C:14]([C:19]2[C:20](=[O:32])[CH2:21][CH:22]([CH:26]3[CH2:31][CH2:30][O:29][CH2:28][CH2:27]3)[CH2:23][C:24]=2[OH:25])[CH2:15][CH2:16][CH3:17])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 18987993HCID 18987993, compoundHCID 178450338HCID 178450338, compound

Product 1

HCID 136006919HCID 136006919, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.7 g (15 mmol) of 4-(4-fluorophenyl)-but-3-ynoxyamine were added to a solution of 4 g (15 mmol) of 2-butyryl-3-hydroxy-5-tetrahydropyran-4-ylcyclohex-2-enone in 60 ml of dry methanol. After the mixture had been stirred for 16 hours at room temperature, the methanol was removed under reduced pressure from a water pump. The crude product was purified by chromatography over silica gel (eluent: methylene chloride). Yield: 5.2 g (81.2%).

Workup

  1. customthe methanol was removed under reduced pressure from a water pump
  2. customThe crude product was purified by chromatography over silica gel (eluent: methylene chloride)

Sources & evidence

ORD record
ord-5267243e65d1432ba0f6f2d76104294f
Source dataset
uspto-grants-1993_10
Patent number
US05250505

Reaction notes

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