Hexylamine → HCID 21516712, compound

HRID 1283841

Reaction equation

HRID 1283841 reaction equation
[N+](C1C=CC(O[C:11](=[O:27])[CH:12]2[CH2:16][CH2:15][CH2:14][N:13]2[C:17]([O:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[O:18])=CC=1)([O-])=O.[CH2:28]([NH2:34])[CH2:29][CH2:30][CH2:31][CH2:32][CH3:33]>O1CCCC1>[CH2:20]([O:19][C:17]([N:13]1[CH2:14][CH2:15][CH2:16][CH:12]1[C:11]([NH:34][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])=[O:27])=[O:18])[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

4

Reactant 2

HCID 8102HexylamineHCID 1029701-Benzyl 2-(4-nitrophenyl) pyrrolidine-1,2-dicarboxylate

Product 1

HCID 21516712HCID 21516712, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of 25.9 g. (0.07 mol.) of N-carbobenzoxy-DL-proline p-nitrophenyl ester in 250 ml. of dry tetrahydrofuran is added 14.1 g. (0.140 mol.) of n-hexylamine in 50 ml. of tetrahydrofuran, and the resulting solution is left overnight at room temperature. The solvent is removed in vacuo, the residue is diluted with ether, and this solution is then washed thoroughly with 1 N aqueous sodium hydroxide, water and then dilute hydrochloric acid. On drying the ether solution and concentrating in vacuo, a pale yellow oil comprising 1-[(benzyloxy)carbonyl]-2-[(hexylamino)carbonyl]pyrrolidine is obtained.

Workup

  1. customThe solvent is removed in vacuo
  2. additionthe residue is diluted with ether
  3. washthis solution is then washed thoroughly with 1 N aqueous sodium hydroxide, water
  4. dry with materialOn drying the ether solution
  5. concentrationconcentrating in vacuo

Sources & evidence

ORD record
ord-568e739eac7d4250803e1e8c44164ee0
Source dataset
uspto-grants-1976_08
Patent number
US03976660

Linked notes

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