1-Pyrrolidineethanamine → 9H-Fluorene-9-carboxamide, N-(2-(1-pyrrolidinyl)ethyl)-, hydrochloride (1:1)

HRID 1701335Notes

Reaction equation

HRID 1701335 reaction equation
[CH:1]1[C:13]2[CH:12]([C:14](OCC)=[O:15])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[NH2:19][CH2:20][CH2:21][N:22]1[CH2:26][CH2:25][CH2:24][CH2:23]1.C(Cl)[Cl:28]>>[ClH:28].[N:22]1([CH2:21][CH2:20][NH:19][C:14]([CH:12]2[C:13]3[CH:1]=[CH:2][CH:3]=[CH:4][C:5]=3[C:6]3[C:11]2=[CH:10][CH:9]=[CH:8][CH:7]=3)=[O:15])[CH2:26][CH2:25][CH2:24][CH2:23]1

Participants

4

Reactant 3

HCID 13441-PyrrolidineethanamineHCID 6344DichloromethaneHCID 596964Ethyl 9H-fluorene-9-carboxylate

Product 1

HCID 30521919H-Fluorene-9-carboxamide, N-(2-(1-pyrrolidinyl)ethyl)-, hydrochloride (1:1)

Conditions

Temperature
150 °C

Procedure

One mol (238 g) of ethyl 9-fluorene carboxylate is treated with 1.6 mol of 2-amino-ethyl pyrrolidine. Heated for 2 hours at 150° C., the ethanol distills over as it is formed. The reaction mass obtained is dissolved in methylene chloride, washed three times with water, dried, filtered and distilled to dryness.

Workup

  1. distillationthe ethanol distills over as it
  2. customis formed
  3. customThe reaction mass obtained
  4. washwashed three times with water
  5. customdried
  6. filtrationfiltered
  7. distillationdistilled to dryness

Sources & evidence

ORD record
ord-b9f14a5e0f884673a8a949e97be784dd
Source dataset
uspto-grants-1980_03
Patent number
US04192883

Reaction notes

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