Chloroform → HCID 22630547, compound

HRID 2416373Notes

Reaction equation

HRID 2416373 reaction equation
[CH:1]1[C:13]2[N:12]([C:14]3[CH:19]=[C:18]([CH2:20]O)[C:17]([O:22][CH2:23][CH:24]([CH2:29][CH3:30])[CH2:25][CH2:26][CH2:27][CH3:28])=[CH:16][C:15]=3CO)[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.O=P(Cl)(Cl)[Cl:35].CN(C=O)C.[CH:43]([Cl:46])(Cl)Cl>>[CH:1]1[C:13]2[N:12]([C:14]3[CH:19]=[C:18]([CH2:20][Cl:35])[C:17]([O:22][CH2:23][CH:24]([CH2:29][CH3:30])[CH2:25][CH2:26][CH2:27][CH3:28])=[CH:16][C:15]=3[CH2:43][Cl:46])[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 4

HCID 6212Chloroform2×HCID 6228DimethylformamideHCID 24813Phosphorus oxychlorideHCID 22630555HCID 22630555, compound

Product 1

HCID 22630547HCID 22630547, compoundYield 53%

Procedure

In a single-neck flask, 1.2 g (2.8×10−3 mol) of 2-(N-carbazolyl)-5-(2′-ethylhexyloxy)-1,4-bis(hydroxymethyl) benzene synthesized in the above step (7) was dissolved in 250 ml of absolute chloroform, and 0.26 ml (2.8×10−3 mol) of POCl3 and 0.21 ml (2.8×10−3 mol) of DMF stirred in 150 ml of chloroform were slowly added. The reaction was left to stand at room temperature for 12 hours, and then the reaction solution was washed several times with water, and water in the organic layer was removed with MgSO4 and vacuum-distilled. The oil so produced was purified by column chromatography using a hexane developing solution. Yield: 53% (0.7 g).

Workup

  1. additionwere slowly added
  2. waitThe reaction was left
  3. washthe reaction solution was washed several times with water, and water in the organic layer
  4. customwas removed with MgSO4
  5. distillationvacuum-distilled
  6. customThe oil so produced
  7. customwas purified by column chromatography

Sources & evidence

ORD record
ord-ce03647b6b234a8da4d5ed859b007687
Source dataset
uspto-grants-2004_11
Patent number
US06824892B2

Reaction notes

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