Benzene → HCID 21410118, compound

HRID 1283918Notes

Reaction equation

HRID 1283918 reaction equation
C1C=CC=CC=1.[H-].[Na+].Br[CH2:10][CH2:11][CH2:12][C:13]1([C:23]([O:25][CH2:26][CH3:27])=[O:24])[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:15][C:14]1=[O:22]>O>[CH2:26]([O:25][C:23]([C:13]12[CH2:12][CH2:11][CH2:10][CH:15]([C:16]3[C:21]1=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:14]2=[O:22])=[O:24])[CH3:27]

Participants

5

Reactant 3

HCID 241Benzene2×HCID 24758Sodium hydrideHCID 21410119HCID 21410119, compound

Product 1

HCID 21410118HCID 21410118, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

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-ethoxycarbonyl-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-a4d52ac446204414870b4e56268c70fc
Source dataset
uspto-grants-1976_08
Patent number
US03976693

Reaction notes

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