HCID 18987993, compound → HCID 136006919, compound

HRID 2395940Notes

Reaction equation

HRID 2395940 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]>>[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

3

Reactant 2

HCID 18987993HCID 18987993, compoundHCID 178450338HCID 178450338, compound

Product 1

HCID 136006919HCID 136006919, compoundYield 81.2%

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 drymethanol. The mixture was stirred for 16 hours at room temperature, after which the methanol was removed under reduced pressure from a water pump. The crude product was purified by chromatography over silica gel (mobile phase: methylene chloride). Yield: 81.2%.

Workup

  1. customafter which the methanol was removed under reduced pressure from a water pump
  2. customThe crude product was purified by chromatography over silica gel (mobile phase: methylene chloride)

Sources & evidence

ORD record
ord-ee1a061d6cc8468ebc2538e4d1f5238d
Source dataset
uspto-grants-1996_02
Patent number
US05491123

Reaction notes

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