Pyridine → Chloromethyl isopropyl carbonate

HRID 1056592Notes

Reaction equation

HRID 1056592 reaction equation
Cl[C:2]([O:4][CH2:5][Cl:6])=[O:3].[CH3:7][CH:8]([OH:10])[CH3:9].N1C=CC=CC=1>C(Cl)Cl>[C:2](=[O:3])([O:10][CH:8]([CH3:9])[CH3:7])[O:4][CH2:5][Cl:6]

Participants

5

Reactant 3

HCID 1049PyridineHCID 3776IsopropanolHCID 62754Chloromethyl chloroformate

Product 1

HCID 14787051Chloromethyl isopropyl carbonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

The title compound was prepared according to the procedure as described in Example 26 step 1 using a solution of chloromethyl chloroformate (10 g, 78.2 mmol) in DCM (200 mL), a mixture of i-PrOH (6.6 mL, 86.2 mmol) and pyridine (7.5 mL, 93.2 mmol) in DCM (50 mL). The title compound was obtained as colorless oil (9.63 g, 81.0%) and was used in the next step without further purification. The title compound was characterized by 1H NMR as shown below:

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-4a27feb885ae433389b3c5ddd5d9dcda
Source dataset
uspto-grants-2016_07
Patent number
US09399639B2

Reaction notes

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