Hydrochloric Acid → HCID 86615024, compound

HRID 502500Notes

Reaction equation

HRID 502500 reaction equation
Cl.Cl.[CH3:3][N:4]([CH2:6][CH:7]1[C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[CH:19]=2)([OH:17])[CH2:15][CH2:14][C:9]2(OCC[O:10]2)[CH2:8]1)[CH3:5].[CH3:25][S:26]([OH:29])(=[O:28])=[O:27]>O1CCCC1.O>[CH3:25][S:26]([OH:29])(=[O:28])=[O:27].[CH3:5][N:4]([CH2:6][CH:7]1[C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[CH:19]=2)([OH:17])[CH2:15][CH2:14][C:9](=[O:10])[CH2:8]1)[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6395Methanesulfonic AcidHCID 68463627HCID 68463627, compound

Product 1

HCID 86615024HCID 86615024, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

11.4 ml of hydrochloric acid (32%, excess) were added rapidly at 0° C. to a solution of 7-dimethylaminomethyl-8-(3-fluorophenyl)-1,4-dioxa-spiro[4.5]decan-8-ol hydrochloride (10.83 g, 31.3 mmol) in tetrahydrofuran/water mixture, and stirring was then carried out for 16 hours at RT. The mixture was adjusted to pH 11 with 32% sodium hydroxide solution, and extraction was carried out with ether. After evaporation of the solvent in vacuo, the residue was taken up in diisopropyl ether and EE, and the corresponding salt was precipitated by addition of methanesulfonic acid (1.88 ml, 28.9 mmol). 4.92 g (53%) of the product were obtained in the form of a colorless solid.

Workup

  1. extractionThe mixture was adjusted to pH 11 with 32% sodium hydroxide solution, and extraction
  2. customAfter evaporation of the solvent in vacuo

Sources & evidence

ORD record
ord-e609beb641354455ab4ef8e6156de09a
Source dataset
uspto-grants-2010_08
Patent number
US07776848B2

Reaction notes

Loading…