Methanol → HCID 86600241, compound

HRID 2386959Notes

Reaction equation

HRID 2386959 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1)([O-])=O.[CH3:11][C@H:12]1[CH2:17][CH2:16][CH2:15][N:14]([CH2:18][CH2:19][CH2:20]O)[CH2:13]1.CO.O.[C:25]1([CH3:35])[CH:30]=[CH:29][C:28]([S:31]([OH:34])(=[O:33])=[O:32])=[CH:27][CH:26]=1>C(OCC)(=O)C>[S:31]([C:28]1[CH:29]=[CH:30][C:25]([CH3:35])=[CH:26][CH:27]=1)([OH:34])(=[O:33])=[O:32].[CH3:11][C@H:12]1[CH2:17][CH2:16][CH2:15][N:14]([CH2:18][CH2:19][CH2:20][O:10][C:7]2[CH:8]=[CH:9][C:4]([NH2:1])=[CH:5][CH:6]=2)[CH2:13]1

Participants

6

Reactant 4

HCID 887MethanolHCID 9804-NitrophenolHCID 521998p-Toluenesulfonic acid monohydrateHCID 28351514HCID 28351514, compound

Product 1

HCID 86600241HCID 86600241, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

4-{3-[(3S)-3-methylpiperidin-1-yl]propoxy}aniline was obtained as a light brown oily substance by the method according to Example 18, using 4-nitrophenol and 3-[(3S)-3-methylpiperidin-1-yl]propan-1-ol as starting materials. The obtained oily substance was dissolved in ethyl acetate, 1 Eq of a methanol solution of p-toluenesulfonic acid monohydrate was added, and the target compound was obtained as a light peach-colored solid by filtering off the solid produced.

Workup

  1. customthe target compound was obtained as a light peach-colored solid
  2. filtrationby filtering off the solid
  3. customproduced

Sources & evidence

ORD record
ord-dd40a63a69504bcda5f551fb2417a441
Source dataset
uspto-grants-2012_09
Patent number
US08268842B2

Reaction notes

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