Isopropanol → 1-(Aminomethyl)cycloheptan-1-ol--hydrogen chloride (1/1)

HRID 424769Notes

Reaction equation

HRID 424769 reaction equation
C([Cl:4])(=O)C.CC(O)C.[NH2:9][CH2:10][C:11]1([OH:18])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1>O1CCCC1>[ClH:4].[NH2:9][CH2:10][C:11]1([OH:18])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

5

Reactant 3

HCID 3776IsopropanolHCID 6367Acetyl chlorideHCID 184386481-(Aminomethyl)cycloheptan-1-ol

Product 1

HCID 184386471-(Aminomethyl)cycloheptan-1-ol--hydrogen chloride (1/1)

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent3×

Procedure

Acetyl chloride (264 ml) and tetrahydrofuran (191 ml) were charged to a vessel containing 2-propanol (1143 ml) maintaining the temperature at 10° C. to 15° C. 1-(aminomethyl)cycloheptanol (381 g) in tetrahydrofuran (1613 ml) and tetrahydrofuran (381 ml) were charged maintaining the temperature at 10° C. to 15° C. The reaction mixture was stirred for 50 minutes and filtered. The filter cake was washed with premixed tetrahydrofuran/2-propanol [tetrahydrofuran (267 ml), 2-propanol (114 ml)], and tetrahydrofuran (1905 ml). The filter cake was dried at 40° C. for 23 hours to provide the title compound as a colourless solid (464 g).

Workup

  1. temperaturemaintaining the temperature at 10° C. to 15° C
  2. temperaturemaintaining the temperature at 10° C. to 15° C
  3. filtrationfiltered
  4. washThe filter cake was washed with premixed tetrahydrofuran/2-propanol [tetrahydrofuran (267 ml), 2-propanol (114 ml)], and tetrahydrofuran (1905 ml)
  5. customThe filter cake was dried at 40° C. for 23 hours

Sources & evidence

ORD record
ord-d80c14b662184d83b836e9ce79c195cf
Source dataset
uspto-grants-2012_01
Patent number
US08106073B2

Reaction notes

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