Triethylamine → HCID 86710451, compound

HRID 1851340Notes

Reaction equation

HRID 1851340 reaction equation
[CH:1]1[C:13]2[N:12]([C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][N:21]([CH3:26])[CH2:22][CH2:23][NH:24][CH3:25])[C:15]=3[OH:27])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.Br[CH2:29][C:30]1[CH:35]=[C:34]([Br:36])[CH:33]=[C:32]([Br:37])[C:31]=1[OH:38].C(N(CC)CC)C>C1COCC1>[CH:1]1[C:13]2[N:12]([C:14]3[C:15]([OH:27])=[C:16]([CH:17]=[CH:18][CH:19]=3)[CH2:20][N:21]([CH3:26])[CH2:22][CH2:23][N:24]([CH2:29][C:30]3[CH:35]=[C:34]([Br:36])[CH:33]=[C:32]([Br:37])[C:31]=3[OH:38])[CH3:25])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 622177alpha,3,5-Tribromo-2-hydroxytolueneHCID 86710452HCID 86710452, compound

Product 1

HCID 86710451HCID 86710451, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2 (0.218 g, 0.606 mmol) and 2-bromomethyl-4,6-dibromophenol (0.209 g, 0.606 mmol) were dissolved in 20 mL of THF. Triethylamine (1.2 mL, 8.61 mmol) was added to the slightly pink solution. A white precipitate formed immediately. The reaction was allowed to stir overnight after which time the volatiles were removed and methanol added to make a slurry. The solids were filtered and dried under vacuum resulting in a white solid (0.215 g, 57% yield).

Workup

  1. customA white precipitate formed immediately
  2. customwere removed
  3. additionmethanol added
  4. filtrationThe solids were filtered
  5. customdried under vacuum

Sources & evidence

ORD record
ord-f448ba05de6f464e9e0d86acb49a9cf8
Source dataset
uspto-grants-2015_02
Patent number
US08957172B2

Reaction notes

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