Indene → HCID 14126784, compound

HRID 1651608Notes

Reaction equation

HRID 1651608 reaction equation
[O:1]1[CH:3]2[CH2:4][C:5]3[C:10]([CH:2]12)=[CH:9][CH:8]=[CH:7][CH:6]=3.C1C2C(=CC=CC=2)C=C1.[NH:20]1[CH2:24][CH2:23][CH2:22][CH2:21]1>>[OH:1][C@@H:3]1[CH2:4][C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[C@H:2]1[N:20]1[CH2:24][CH2:23][CH2:22][CH2:21]1

Participants

4

Reactant 3

HCID 7219IndeneHCID 31268PyrrolidineHCID 92838Indene oxide

Product 1

HCID 14126784HCID 14126784, compound

Procedure

1,2-Epoxy-2,3-dihydro-1-H indene, prepared from indene (34.2 g) according to the procedure of M. Imuta and H. Ziffer, J. Org. Chem., 44, 1351 (1979), was treated immediately with pyrrolidine (50 ml). The exothermic reaction mixture was set aside for 15 minutes and then evaporated to remove the excess pyrrolidine under reduced pressure. The residue was distilled under vacuum to yield trans-2,3-dihydro-2-hydroxy-1-(pyrrolidin-1-yl)-1H-indene (10.2 g), b.p. 148°-150°/0.25 torr.

Workup

  1. customevaporated
  2. customto remove the excess pyrrolidine under reduced pressure
  3. distillationThe residue was distilled under vacuum

Sources & evidence

ORD record
ord-b3ce0e97895b4295afb145d6c29c7ab8
Source dataset
uspto-grants-1990_05
Patent number
US04929627

Reaction notes

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