Benzene → HCID 21410118, compound

HRID 1414506Notes

Reaction equation

HRID 1414506 reaction equation
[CH:1]1[CH:6]=CC=CC=1.[H-].[Na+].Br[CH2:10][CH2:11][CH2:12][C:13]1(OCC)[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:15](=[C:22]=[O:23])[C:14]1=[O:24].[OH2:28]>>[CH2:6]([O:28][C:22]([C:15]12[CH2:10][CH2:11][CH2:12][CH:13]([C:21]3[C:16]1=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:14]2=[O:24])=[O:23])[CH3:1]

Participants

5

Reactant 4

HCID 241Benzene2×HCID 962WaterHCID 24758Sodium hydrideHCID 86733052HCID 86733052, compound

Product 1

HCID 21410118HCID 21410118, compound

Procedure

To a stirred mixture of benzene (400 ml.) and sodium hydride (5.3 g. of a 57% suspension in nujol), which is free of nujol, is added dropwise, under dry nitrogen, 1-(3-bromopropyl)-1-ethoxy-carbonyl-2-indanone (39.3 g.) in 100 ml. of benzene. The mixture is stirred at room temperature for 18 hours. Water is added and the organic layer is separated, washed with aqueous sodium chloride, dried, concentrated and distilled to give after a small forecut, 20.5 g. of the title product with b.p. 130°-145° at 0.5 mm.

Workup

  1. additionis added dropwise, under dry nitrogen
  2. customthe organic layer is separated
  3. washwashed with aqueous sodium chloride
  4. customdried
  5. concentrationconcentrated
  6. distillationdistilled
  7. customto give after a small forecut, 20.5 g

Sources & evidence

ORD record
ord-452a4be0a7b64993ae1caacff291d9bf
Source dataset
uspto-grants-1977_01
Patent number
US04001331

Reaction notes

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