Methane → HCID 20351829, compound

HRID 371870Notes

Reaction equation

HRID 371870 reaction equation
[NH2:1][C:2]1[CH:20]=[CH:19][C:18]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:17][C:3]=1[CH2:4][N:5](CC1C=CC=CC=1)[C:6]([CH3:9])([CH3:8])[CH3:7].Cl.C.[H][H]>C(O)C>[NH2:1][C:2]1[CH:20]=[CH:19][C:18]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:17][C:3]=1[CH2:4][NH:5][C:6]([CH3:9])([CH3:8])[CH3:7]

Participants

6

Reactant 4

HCID 297MethaneHCID 313Hydrochloric AcidHCID 20351831HCID 20351831, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20351829HCID 20351829, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3.4 gm of 2-amino-N-benzyl-N-tert.butyl-5-carbethoxy-benzylamine were dissolved in 50 ml of ethanol. Ethanolic hydrochlorid acid was added to the solution until a pH of about 2 was reached. The solution was then hydrogenated in the presence of palladized (10%) charcoal. After absorption of 1 mol of hydrogen, the hydrogenation was terminated, the catalyst was filtered off, the filtrate was evaporated to dryness in vacuo, and the residue was distributed between a mixture of dilute ammonia and chloroform. The chloroform phase was dried and evaporated to dryness, and the residue was recrystallized from ethanol, yielding 2-amino-N-tert.butyl-5-carbethoxy-benzylamine, m.p. 77-79° C.

Workup

  1. customthe hydrogenation was terminated
  2. filtrationthe catalyst was filtered off
  3. customthe filtrate was evaporated to dryness in vacuo
  4. additionthe residue was distributed between a mixture of dilute ammonia and chloroform
  5. dry with materialThe chloroform phase was dried
  6. customevaporated to dryness
  7. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-04ebff27bc8d417695e3e2c2eff49acd
Source dataset
uspto-grants-1978_05
Patent number
USRE029628

Reaction notes

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