Hydrochloric Acid → HCID 59401601, compound

HRID 905956Notes

Reaction equation

HRID 905956 reaction equation
C(OC(=O)[NH:7][C@H:8]1[CH2:13][CH2:12][CH2:11][C@H:10]([CH2:14][OH:15])[CH2:9]1)(C)(C)C.Cl>C(Cl)Cl.O1CCOCC1>[NH2:7][C@H:8]1[CH2:13][CH2:12][CH2:11][C@H:10]([CH2:14][OH:15])[CH2:9]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 90307591rel-1,1-Dimethylethyl N-[(1R,3R)-3-(hydroxymethyl)cyclohexyl]carbamate

Product 1

HCID 59401601HCID 59401601, compoundYield 128.2%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

Racemic trans 3-hydroxymethyl-cyclohexyl-carbamic acid tert-butyl ester (0.9 g, 3.925 mmol) was dissolved in DCM and 4M HCl in dioxane (9.8 mL) was added. The resulting mixture was stirred at RT for 4 hours before being evaporated. The residue was dried under high vacuum to give 0.65 g of crude racemic trans-3-amino-cyclohexyl-methanol as white foam (>95% yield).

Workup

  1. custombefore being evaporated
  2. customThe residue was dried under high vacuum

Sources & evidence

ORD record
ord-84ca0cf3d10d4f4fba6c33e732b8a703
Source dataset
uspto-grants-2011_09
Patent number
US08012974B2

Reaction notes

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