2-Aminobiphenyl → HCID 20298419, compound

HRID 1389213Notes

Reaction equation

HRID 1389213 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C(N(C(C)C)C(C)C)C.Br[CH2:24][CH2:25][CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28]>C(OCC)C>[C:3]1([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[NH:1][CH2:24][CH2:25][CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28]

Participants

5

Reactant 3

HCID 70152-AminobiphenylHCID 76300Ethyl 4-bromobutyrateHCID 81531Diisopropylethylamine

Product 1

HCID 20298419HCID 20298419, compoundYield 63.7%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

30.0 g of 2-aminobiphenyl, 23.4 g of ethyl diisopropylamine and 35.4 g of ethyl 4-bromobutyrate are heated together to 150° for 3 hours while stirring. After cooling, the reaction product is stirred with diethyl ether, the precipitated salt is filtered off, and the residue (remaining after evaporating off the ether) is recrystallized from isopropyl alcohol to obtain 32.0 g (63.7% of theory) of ethyl 4-(biphenyl-2-yl)aminobutyrate, MP 60° to 62°.

Workup

  1. temperatureAfter cooling
  2. filtrationthe precipitated salt is filtered off
  3. customafter evaporating off the ether)
  4. customis recrystallized from isopropyl alcohol

Sources & evidence

ORD record
ord-1d12770a510448ea9a70e01c347e2a1a
Source dataset
uspto-grants-1981_01
Patent number
US04243678

Reaction notes

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