Cyclopentylamine → 58102-45-7

HRID 1055241Notes

Reaction equation

HRID 1055241 reaction equation
[CH:1]1([NH2:6])[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:7]=[C:8]1[O:12][C:10](=[O:11])[CH2:9]1>O1CCCC1>[CH:1]1([NH:6][C:10](=[O:11])[CH2:9][C:8](=[O:12])[CH3:7])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 2906CyclopentylamineHCID 12661Diketene

Product 1

HCID 25248858102-45-7Yield 78%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of 21.3 g (0.25 mol) cyclopentylamine in 50 ml tetrahydrofuran was added dropwise at −5 to 0° C. to a solution of 20 g of diketene (0.24 mol) in 200 ml tetrahydrofuran. After 1 h stirring at 0° C. no more starting material was detected by thin layer chromatography. The reaction mixture was evaporated and the residue is recrystallized from 100 ml of ethyl acetate. This gave 31.4 g (0.19 mol, 78% yield) as a white solid.

Workup

  1. customThe reaction mixture was evaporated
  2. customthe residue is recrystallized from 100 ml of ethyl acetate

Sources & evidence

ORD record
ord-2de56b1dad9a4aa1bc2ee897bef75f2c
Source dataset
uspto-grants-2016_07
Patent number
US09394324B2

Reaction notes

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