Phenethylamine → Formamide, N-(2-phenylethyl)-

HRID 716953

Reaction equation

HRID 716953 reaction equation
[C:1]1([CH2:7][CH2:8][NH2:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:10](OCC)=[O:11]>>[CH2:8]([NH:9][CH:10]=[O:11])[CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 1001PhenethylamineHCID 8025Ethyl formate

Product 1

HCID 140995Formamide, N-(2-phenylethyl)-

Conditions

Temperature
50 °C

Procedure

Into a 100-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed 2-phenylethanamine (1.9 g, 15.70 mmol, 1.00 equiv). This was followed by the addition of ethyl formate (5 g, 67.57 mmol, 4.30 equiv) dropwise with stiffing. The resulting solution was stirred overnight at 50° C. The resulting solution was concentrated under vacuum. The residue was applied onto a silica gel column with dichloromethane/methanol (70:1). This resulted in 2.27 g (97%) of N-phenethylformamide as yellow oil.

Workup

  1. customInto a 100-mL 3-necked round-bottom flask purged
  2. temperaturemaintained with an inert atmosphere of nitrogen
  3. concentrationThe resulting solution was concentrated under vacuum
  4. customThis resulted in 2.27 g (97%) of N-phenethylformamide as yellow oil

Sources & evidence

ORD record
ord-3297cd83d6744d5c9fce381b2a37e689
Source dataset
uspto-grants-2015_11
Patent number
US09193693B2

Linked notes

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