Water → HCID 22630555, compound

HRID 2416372Notes

Reaction equation

HRID 2416372 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH:7]1[C:19]2[N:18]([C:20]3[C:28](C)=[C:27]([C:30]([O-])=[O:31])[C:26]([O:33][CH2:34][CH:35]([CH2:40][CH3:41])[CH2:36][CH2:37][CH2:38][CH3:39])=[C:25](C)[C:21]=3[C:22]([O-])=[O:23])[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]=2[CH:10]=[CH:9][CH:8]=1.O.[OH-].[Na+]>C1COCC1>[CH:16]1[C:17]2[N:18]([C:20]3[CH:28]=[C:27]([CH2:30][OH:31])[C:26]([O:33][CH2:34][CH:35]([CH2:40][CH3:41])[CH2:36][CH2:37][CH2:38][CH3:39])=[CH:25][C:21]=3[CH2:22][OH:23])[C:19]3[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=3)[C:12]=2[CH:13]=[CH:14][CH:15]=1

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 22630548HCID 22630548, compound

Product 1

HCID 22630555HCID 22630555, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

300 ml of absolute THF and 0.94 g (2.5×10−2 mol) of LiAlH4 were introduced into a three-neck flask. While stirring the flask, 4 g (8.2×10−3 mol) of 2-(N-carbazolyl)-5-(2′-ethylhexyloxy)-dimethylterephthalate prepared in the above step (6) in 150 ml of THF was slowly added thereto. After being refluxed for 4 hours, the reaction solution was cooled to room temperature and combined with 0.9 ml of water, 0.9 ml of 15% NaOH and 2.7 ml of water, in order. The precipitate so formed was filtered off and the solvent was distilled off under reduced pressure, to obtain the title compound as white solids. M.p.: 128° C.; yield: 97% (3.4 g).

Workup

  1. additionwas slowly added
  2. temperatureAfter being refluxed for 4 hours
  3. customThe precipitate so formed
  4. filtrationwas filtered off
  5. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-b9ed50b0b0664a44a0a829673d43a2cd
Source dataset
uspto-grants-2004_11
Patent number
US06824892B2

Reaction notes

Loading…