Hydrogen Bromide → HCID 15857588, compound

HRID 1384447Notes

Reaction equation

HRID 1384447 reaction equation
O[CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[CH:11]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)[N:9]=[C:8]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=2)[CH:7]=1.C([O-])([O-])=O.[Na+].[Na+].[BrH:30]>>[Br:30][CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[CH:11]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)[N:9]=[C:8]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=2)[CH:7]=1

Participants

4

Reactant 3

HCID 260Hydrogen BromideHCID 10340Sodium CarbonateHCID 15857587HCID 15857587, compound

Product 1

HCID 15857588HCID 15857588, compoundYield 78%

Procedure

the alcohol (20) (0.200 gm., 0.65 mmol) was dissolved in 5 mL HBr (45%) and refluxed for 6 hours. After cooling to room temperature the mixture was poured over 20 gm. of crushed ice, basified with saturated aqueous solution of Na2CO3 and extracted with CH2Cl2. The extracts were dried over (MgSO4) and evaporated to dryness to yield the bromo derivative (21) (0.186 gm., 0.51 mmol, 78%).

Workup

  1. temperaturerefluxed for 6 hours
  2. additionwas poured over 20 gm
  3. extractionextracted with CH2Cl2
  4. dry with materialThe extracts were dried over (MgSO4)
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-800ec815bfd24a248be28305d66b43a1
Source dataset
uspto-grants-2001_07
Patent number
US06258941B1

Reaction notes

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