Benzyl Bromide → HCID 13051544, compound

HRID 462587Notes

Reaction equation

HRID 462587 reaction equation
[C:1]([O:5][CH2:6][C:7]1([CH3:22])[CH2:16][C:15](=[O:17])[C:14]2[C:9](=[C:10]([CH3:21])[C:11]([CH3:20])=[C:12]([OH:19])[C:13]=2[CH3:18])[O:8]1)([CH3:4])([CH3:3])[CH3:2].[CH:23]1[CH:24]=[CH:25][C:26]2OCC[C:29](=O)[C:27]=2[CH:28]=1.C(Br)C1C=CC=CC=1.C([O-])([O-])=O.[Na+].[Na+]>CN(C)C=O>[CH2:29]([O:19][C:12]1[C:13]([CH3:18])=[C:14]2[C:9](=[C:10]([CH3:21])[C:11]=1[CH3:20])[O:8][C:7]([CH2:6][O:5][C:1]([CH3:4])([CH3:3])[CH3:2])([CH3:22])[CH2:16][C:15]2=[O:17])[C:27]1[CH:28]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

6

Reactant 4

HCID 7498Benzyl BromideHCID 10340Sodium CarbonateHCID 68110ChromanoneHCID 13051538HCID 13051538, compound

Product 1

HCID 13051544HCID 13051544, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3.5 g of the crude product from Example 4 were converted to the above chromanone, using 7 g of benzyl bromide, 3 of Na2CO3 and 15 ml of dimethylformamide, by a method similar to that of Example 9. Yield (after purification three times by chromatography): 20%; melting point: 51°-62° C.

Workup

  1. customYield
  2. custom(after purification three times by chromatography)

Sources & evidence

ORD record
ord-0d3150a461d64ff0a0f7c6d4b25f786f
Source dataset
uspto-grants-1985_05
Patent number
US04515975

Reaction notes

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