p-Toluenesulfonic acid monohydrate → p-Toluenesulfonic acid

HRID 2397624Notes

Reaction equation

HRID 2397624 reaction equation
[OH:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])[CH2:3][C:4]#[N:5].NCC[C@@H:14]([OH:20])[CH2:15][CH2:16][CH2:17][CH2:18]C.O.[C:22]1([CH3:32])[CH:27]=[CH:26][C:25]([S:28]([OH:31])(=[O:30])=[O:29])=[CH:24][CH:23]=1>>[C:22]1([CH3:32])[CH:23]=[CH:24][C:25]([S:28]([OH:31])(=[O:29])=[O:30])=[CH:26][CH:27]=1.[NH2:5][CH2:4][CH2:3][C@@H:2]([O:1][CH:14]1[CH2:15][CH2:16][CH2:17][CH2:18][O:20]1)[CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

5

Reactant 3

HCID 521998p-Toluenesulfonic acid monohydrateHCID 134138033-HydroxycaprylonitrileHCID 227975051-amino-3(S)-octanol

Product 2

HCID 6101p-Toluenesulfonic acidHCID 540303281-Amino-3(S)-(tetrahydro-2H-pyran-2-yloxy)octane

Procedure

This compound is prepared essentially by the same method as described in Example 1, Step A-2, except that the 3-hydroxycaprylonitrile is replaced by 1-amino-3(S)-octanol and slightly more than one equivalent of p-toluenesulfonic acid. hydrate is used. This method provides the p-toluenesulfonic acid salt of the title compound which is converted to the oily title compound by distribution between dilute sodium hydroxide and ether. The organic phase is washed with saturated aqueous brine, dried over sodium sulfate, and filtered. Evaporation of the filtrate in vacuo leaves the title compound as a residual oil.

Workup

  1. customThis compound is prepared essentially by the same method

Sources & evidence

ORD record
ord-15fdaa5ece704e8285f39984a93db8c1
Source dataset
uspto-grants-1977_05
Patent number
US04022794

Reaction notes

Loading…