Sodium Carbonate → HCID 86593938, compound

HRID 747477Notes

Reaction equation

HRID 747477 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][OH:14].C(=O)([O-])[O-].[Na+].[Na+].[N+:21]([C:24]1[CH:25]=[C:26]([CH:29]=[C:30]([N+:32]([O-:34])=[O:33])[CH:31]=1)[CH2:27][OH:28])([O-:23])=[O:22]>CN(C=O)C>[N+:21]([C:24]1[CH:25]=[C:26]([CH:29]=[C:30]([N+:32]([O-:34])=[O:33])[CH:31]=1)[CH2:27][O:28][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][OH:14])([O-:23])=[O:22]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 1169783,5-Dinitrobenzyl alcoholHCID 13789512-Bromo-1-dodecanol

Product 1

HCID 86593938HCID 86593938, compoundYield 79.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

5.9 g (18.9 mmol) of 12-bromododecanol, 1.06 g (10 mmol) of sodium carbonate, 4.92 g of (25 mmol) of 3,5-dinitrobenzyl alcohol were dissolved in 50 mL of DMF and heated with stirring at 100° C. for 12 hours (under a nitrogen atmosphere). The reaction solution was poured into ice water to precipitate a solid, and the solid was recrystallized with methanol. Thus, 5.73 g (15 mmol) of 12-(3,5-dinitrobenzyloxy)-dodecanol was prepared. (The yield was 79%.)

Workup

  1. temperatureheated
  2. customto precipitate a solid
  3. customthe solid was recrystallized with methanol

Sources & evidence

ORD record
ord-f2d3435b46f7491d8b10f5237a56987e
Source dataset
uspto-grants-2008_07
Patent number
US07396898B2

Reaction notes

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