Indene → HCID 14126784, compound

HRID 2352292Notes

Reaction equation

HRID 2352292 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-06e46dd90cf24107ac03aac6fc7b4d22
Source dataset
uspto-grants-1989_10
Patent number
US04876269

Reaction notes

Loading…