Triphenylphosphine → HCID 54421749, compound

HRID 1956467Notes

Reaction equation

HRID 1956467 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5][OH:6].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CCOC(/N=N/C(OCC)=O)=O.[C:41](O)(=[S:43])[CH3:42]>C1COCC1>[C:41]([O:6][CH2:5][C:4]1[CH:7]=[CH:8][CH:9]=[C:2]([Cl:1])[CH:3]=1)(=[S:43])[CH3:42]

Participants

6

Reactant 4

HCID 11776TriphenylphosphineHCID 701173-Chlorobenzyl alcoholHCID 5462977Diethyl azodicarboxylateHCID 178418634HCID 178418634, compound

Product 1

HCID 54421749HCID 54421749, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1 mmol 3-chlorobenzyl alcohol and 1 mmol triphenylphosphine in 5 mL THF at 0° C., 1 mmol diethylazodicarboxylate is added. After stirring for 10 minutes, 1 mmol thioacetic acid is added. The reaction is stirred for 3 hours, concentrated and purified by flash chromatography.

Workup

  1. stirringThe reaction is stirred for 3 hours
  2. concentrationconcentrated
  3. custompurified by flash chromatography

Sources & evidence

ORD record
ord-61842518814b4e678f1eb67811f5f222
Source dataset
uspto-grants-1998_07
Patent number
US05780488

Reaction notes

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