Hydrochloric Acid → rac-(1R,2R)-2-(dimethylamino)cyclohexan-1-ol

HRID 614566Notes

Reaction equation

HRID 614566 reaction equation
[CH:1]12[O:7][CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6]2.[CH3:8][NH:9][CH3:10].Cl>C1C=CC=CC=1>[CH3:8][N:9]([CH3:10])[C@@H:1]1[CH2:6][CH2:5][CH2:4][CH2:3][C@H:2]1[OH:7]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 674DimethylamineHCID 9246Cyclohexene oxide

Product 1

HCID 15560793rac-(1R,2R)-2-(dimethylamino)cyclohexan-1-ol

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

This compound was previously prepared from cyclohexene oxide and dimethylamine in benzene at room temperature for 14 days in 95% yield, b.p. 90° (20 mm): J. Chem. Soc., 4835 (1965); or in autoclave: C.A. 67, 63899 d. Rocz. Chem. 41, 541 (1967) b.p. 88° (14 mm); also Bull. Soc. Chim. France, 850 (1947): hydrochloride and resolution reported.

Workup

  1. custom67, 63899 d

Sources & evidence

ORD record
ord-cefcece85ae841f6a7ea73bfecc02da6
Source dataset
uspto-grants-1979_03
Patent number
US04145435

Reaction notes

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