Azane;hydrate → HCID 59510742, compound

HRID 1804724Notes

Reaction equation

HRID 1804724 reaction equation
[Cl:1][CH2:2][CH2:3][O:4][C:5]1[C:6](=[O:19])[CH:7]=[C:8]([CH2:11][O:12]C2CCCCO2)[O:9][CH:10]=1.O.N>CO.Cl>[Cl:1][CH2:2][CH2:3][O:4][C:5]1[C:6](=[O:19])[CH:7]=[C:8]([CH2:11][OH:12])[O:9][CH:10]=1

Participants

5

Reactant 2

HCID 12896473Azane;hydrateHCID 59510740HCID 59510740, compound

Product 1

HCID 59510742HCID 59510742, compoundYield 107.9%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

To a solution of 314 g of 5-(2-chloroethoxy)-2-((tetrahydro-2H-pyran-2-yloxy)methyl)-4H-pyran-4-one in 630 mL of methanol, 6.3 mL of concentrated hydrochloric acid was added and the mixture was stirred for 6 hours at room temperature. To the reaction mixture, 13 mL of 28% ammonia water was added and the solvent was evaporated under reduced pressure to give 240 g of 5-(2-chloroethoxy)-2-(hydroxymethyl)-4H-pyran-4-one (crude product) as a brown oily substance.

Workup

  1. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-ad12b169d2f84933a55959da7027ea52
Source dataset
uspto-grants-2013_01
Patent number
US08354426B2

Reaction notes

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