Diphosgene → HCID 57259964, compound

HRID 1647138Notes

Reaction equation

HRID 1647138 reaction equation
[OH:1][C@@H:2]([CH2:13][CH:14]([CH3:16])[CH3:15])[C:3]([O:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:4].[Cl:17][C:18](OC(Cl)(Cl)Cl)=[O:19]>O1CCCC1>[Cl:17][C:18]([O:1][C@@H:2]([CH2:13][CH:14]([CH3:16])[CH3:15])[C:3]([O:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:4])=[O:19]

Participants

4

Reactant 2

HCID 10426DiphosgeneHCID 10998605HCID 10998605, compound

Product 1

HCID 57259964HCID 57259964, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of benzyl (2S)-2-hydroxy-4-methylvalerate (1.00 g) in tetrahydrofuran (20 ml) was added trichloromethyl chloroformate (0.55 ml) at room temperature. The solution was refluxed for 11 hours and the solvent was removed by evaporation at atmospheric pressure to give benzyl (2S)-2-chlorocarbonyloxy-4-methylvalerate (1.26 g) as an oil.

Workup

  1. temperatureThe solution was refluxed for 11 hours
  2. customthe solvent was removed by evaporation at atmospheric pressure

Sources & evidence

ORD record
ord-d3439409155a49e6ab15c2c5bc689071
Source dataset
uspto-grants-1995_07
Patent number
US05430022

Reaction notes

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