Indene → HCID 14126784, compound

HRID 1085482Notes

Reaction equation

HRID 1085482 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-69aef65087fc4fbb841f62084f0cb8ed
Source dataset
uspto-grants-1991_04
Patent number
US05010085

Reaction notes

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