Benzyl Bromide → HCID 12354099, compound

HRID 1658512Notes

Reaction equation

HRID 1658512 reaction equation
[OH:1][C:2]1[C:7]2=[N:8][C:9]3[CH2:15][CH2:14][CH2:13][C:10]=3[C:11](=[O:12])[N:6]2[CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].[CH2:18](Br)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>[Cu].C1(C)C(C)=CC=CC=1>[C:19]1([CH2:18][O:1][C:2]2[C:7]3=[N:8][C:9]4[CH2:15][CH2:14][CH2:13][C:10]=4[C:11](=[O:12])[N:6]3[CH:5]=[CH:4][CH:3]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

6

Reactant 3

HCID 7498Benzyl BromideHCID 14798Sodium HydroxideHCID 12354095HCID 12354095, compound

Product 1

HCID 12354099HCID 12354099, compound

Reagents, catalysts & solvents 2

HCID 23978CopperCatalystHCID 7237O-XyleneSolvent

Procedure

A stirred mixture of 6.1 g. of 2,3-dihydro-5-hydroxycyclopenta[d]pyrido[1,2-a]pyrimidin-10(1H)-one, 1.40 g. of powdered sodium hydroxide, 100 ml of xylene, 100 mg of copper bronze, and 6.2 g. of benzyl bromide are stirred and heated under reflux for 12 hours, and filtered hot. From the filtrate, on cooling, the product crystallizes. It is filtered and recrystallized from xylene to give 6.3 g. of product, m.p. 150°-152°.

Workup

  1. additionA stirred mixture of 6.1 g
  2. temperatureheated
  3. temperatureunder reflux for 12 hours
  4. filtrationfiltered hot
  5. temperatureFrom the filtrate, on cooling
  6. customthe product crystallizes
  7. filtrationIt is filtered
  8. customrecrystallized from xylene
  9. customto give 6.3 g

Sources & evidence

ORD record
ord-2bcf2fffe4434c35b48fb3362114604d
Source dataset
uspto-grants-1976_06
Patent number
US03965100

Reaction notes

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