Hydrochloric Acid → Bicyclo[3.1.1]heptane-3-methanamine, 2,6,6-trimethyl-, hydrochloride (1:1)

HRID 1973157Notes

Reaction equation

HRID 1973157 reaction equation
[NH2:1][CH2:2][CH:3]1[CH2:8][CH:7]2[CH2:9][CH:5]([C:6]2([CH3:11])[CH3:10])[CH:4]1[CH3:12].[ClH:13]>CCCCC>[ClH:13].[NH2:1][CH2:2][CH:3]1[CH2:8][CH:7]2[CH2:9][CH:5]([C:6]2([CH3:11])[CH3:10])[CH:4]1[CH3:12]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 106576Bicyclo(3.1.1)heptane-3-methanamine, 2,6,6-trimethyl-

Product 1

HCID 106575Bicyclo[3.1.1]heptane-3-methanamine, 2,6,6-trimethyl-, hydrochloride (1:1)

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent

Procedure

120 g of the 3-aminomethylpinane thus obtained are dissolved in 1.3 l of pentane and dry hydrogen chloride is passed into the solution at from 0° to 5° C, whilst stirring. When free amine is no longer detectable, the crystals produced are filtered off and dried. 142 g of (+)-3-aminomethylpinane hydrochloride of optical rotation [α]D23 = +35.4° (c = 1, methanol) are obtained.

Workup

  1. customis passed into the solution at from 0° to 5° C
  2. customthe crystals produced
  3. filtrationare filtered off
  4. customdried

Sources & evidence

ORD record
ord-3420f9b116b44839898def9bc22edc18
Source dataset
uspto-grants-1976_12
Patent number
US03996246

Reaction notes

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