Hydrochloric Acid → 4-Methyloxan-4-amine hydrochloride

HRID 1798925Notes

Reaction equation

HRID 1798925 reaction equation
[N:1]([C:4]1([CH3:10])[CH2:9][CH2:8][O:7][CH2:6][CH2:5]1)=C=O.[ClH:11]>C1COCC1>[ClH:11].[CH3:10][C:4]1([NH2:1])[CH2:9][CH2:8][O:7][CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 722137684-Isocyanato-4-methyloxane

Product 1

HCID 184373724-Methyloxan-4-amine hydrochlorideYield 95.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 4-isocyanato-4-methyltetrahydro-2H-pyran (D10) (520 mg, 3.68 mmol) in THF (30 mL) was treated with 5 M hydrochloric acid (4.05 mL, 20.3 mmol) and stirred at room temperature overnight. The mixture was then concentrated under vacuum to yield the title compound (D11) (820 mg, 3.52 mmol, 95% yield) as a pale green solid.

Workup

  1. concentrationThe mixture was then concentrated under vacuum

Sources & evidence

ORD record
ord-08f5c8cf2c31484495c0f5992e00a869
Source dataset
uspto-grants-2013_01
Patent number
US08344000B2

Reaction notes

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