Hydrochloric Acid → Bromide ion

HRID 2100228Notes

Reaction equation

HRID 2100228 reaction equation
[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]CCCC([Br:14])=O.[NH+:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.O.[OH:22][N:23]1[C:27]2C=[CH:29][CH:30]=[CH:31][C:26]=2N=N1.C(N(CC)CC)C.Cl>>[CH2:19]([C:20]([NH2:15])=[O:22])[CH2:18][CH2:17][CH2:16][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[NH+:23]1[CH:29]=[CH:30][CH:31]=[CH:26][CH:27]=1.[Br-:14]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 27960291-Hydroxybenzotriazole hydrateHCID 131723542HCID 131723542, compound

Product 2

HCID 259Bromide ionHCID 131723541HCID 131723541, compound

Procedure

PAMAM generation 2.0 core (0.0479 mmol; 50 mg) was evaporated from a 0.5 ml solution in MeOH and then re-dissolved in 10 ml of water. 1-N-pyridinium 12-dodecanoic acid bromide (0.14 g; 0.384 mmol), N-hydroxybenzotriazole hydrate [HOBT] (52 mg; 0.384 mmol); triethylamine (531 0.384 mmol) and 1-(3-diethylaminopropyl-3-ethyl) carbodiimide .HCl [EDC] (74 mg; 0.384 mmol), were added to the solution. This reaction mixture was stirred overnight at room temperature. The volume was reduced to a third under reduced pressure and the solution was chromatographed on a LH20 column using water as the eluent. Fractions containing the product were collected and pyridinium dodecylcarboxamide PAMAM 2.0 bromide isolated as a fluffy white solid by freeze drying.

Workup

  1. customPAMAM generation 2.0 core (0.0479 mmol; 50 mg) was evaporated from a 0.5 ml solution in MeOH
  2. dissolutionre-dissolved in 10 ml of water
  3. customthe solution was chromatographed on a LH20 column
  4. additionFractions containing the product
  5. customwere collected

Sources & evidence

ORD record
ord-2fffc621ba7c4423964d7b37a23bb747
Source dataset
uspto-grants-2009_08
Patent number
US07572459B2

Reaction notes

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