Chloroform → HCID 86751680, compound

HRID 1938636Notes

Reaction equation

HRID 1938636 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1([C:13]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH2:8]1.C(Cl)(Cl)[Cl:28].ClN1C(=O)CCC1=O>O>[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1([C:13]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)=[C:14]([Cl:28])[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:8]=[CH:9][CH:10]=[CH:11][CH2:12]1

Participants

5

Reactant 3

HCID 6212ChloroformHCID 31398ChlorosuccinimideHCID 86751679HCID 86751679, compound

Product 1

HCID 86751680HCID 86751680, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Combine (E and Z)-1-(4-chlorobutoxy)phenyl-1,2-diphenyl ethylene (20.2 mol) and chloroform (60 L). Add N-chlorosuccinimide (7 kg, 52.4 mol). Heat to reflux. After 18 hours, cool to ambient temperature and add water. Separate the organic layer and extract with aqueous saturated sodium carbonate solution. Separate the organic layer and evaporate in vacuo to give (E and Z)-1-(4-chlorobutoxy)phenyl-2-chloro-1,2-diphenyl ethylene.

Workup

  1. temperatureHeat to reflux
  2. customSeparate the organic layer
  3. extractionextract with aqueous saturated sodium carbonate solution
  4. customSeparate the organic layer
  5. customevaporate in vacuo

Sources & evidence

ORD record
ord-31e00a19c93042ef9f184915ed57fccd
Source dataset
uspto-grants-1997_12
Patent number
US05693674

Reaction notes

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