Ethyl formate → Benzyl [3-(formylamino)propyl]carbamate

HRID 538898

Reaction equation

HRID 538898 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][NH:5][C:6](=[O:15])[O:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[CH:16](OCC)=[O:17]>>[CH:16]([NH:1][CH2:2][CH2:3][CH2:4][NH:5][C:6](=[O:15])[O:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:17]

Participants

3

Reactant 2

HCID 8025Ethyl formateHCID 417669Benzyl (3-aminopropyl)carbamate

Product 1

HCID 86691669Benzyl [3-(formylamino)propyl]carbamateYield 99%

Procedure

Benzyl 3-aminopropylcarbamate 12 (8.00 g, 36.0 mmol) was dissolved in 250 mL of ethyl formate. The solution was refluxed for 4 h. Following complete conversion of the amine, the solution was concentrated to dryness in a rotary evaporator to obtain the formamide as a colorless oil (8.90 g, 99%).

Workup

  1. temperatureThe solution was refluxed for 4 h
  2. concentrationthe solution was concentrated to dryness in a rotary evaporator

Sources & evidence

ORD record
ord-e07e3cc5e80d4db8abe3016866640096
Source dataset
uspto-grants-2014_10
Patent number
US08865863B2

Linked notes

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