Hydrochloric Acid → 4-Amino-4-methylcyclohexan-1-ol hydrochloride

HRID 1504042Notes

Reaction equation

HRID 1504042 reaction equation
[N:1]([C:4]1([CH3:19])[CH2:9][CH2:8][CH:7]([O:10]COCC[Si](C)(C)C)[CH2:6][CH2:5]1)=C=O.[ClH:20]>C1COCC1>[CH3:19][C:4]1([NH2:1])[CH2:9][CH2:8][CH:7]([OH:10])[CH2:6][CH2:5]1.[ClH:20]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86695199(2-[[(4-Isocyanato-4-methylcyclohexyl)oxy]methoxy]ethyl)trimethylsilane

Product 1

HCID 684896774-Amino-4-methylcyclohexan-1-ol hydrochloride

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of (2-[[(4-isocyanato-4-methylcyclohexyl)oxy]methoxy]ethyl)trimethylsilane (1.5 g, 5.25 mmol, 1.00 equiv) in THF (30 mL) was added hydrochloric acid (6 N, 3.0 mL) and the resulting solution was stirred for 2 h at room temperature. Upon completion, the resulting mixture was concentrated under vacuum to give trans-4-amino-4-methylcyclohexanol hydrochloride (1.0 g, crude) as a white solid.

Workup

  1. concentrationUpon completion, the resulting mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-1461db0fadd94634aa9385dc6528a0c7
Source dataset
uspto-grants-2015_12
Patent number
US09212190B2

Reaction notes

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