Pivaloyl chloride → HCID 69945067, compound

HRID 566521Notes

Reaction equation

HRID 566521 reaction equation
[C:1]([O:9][CH2:10][C@H:11]1[S:15][CH2:14][C@H:13]([OH:16])[O:12]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:17][C:18]([CH3:23])([CH3:22])[C:19](Cl)=[O:20]>ClCCl.N1C=CC=CC=1>[C:1]([O:9][CH2:10][C@H:11]1[S:15][CH2:14][C@H:13]([O:16][C:19](=[O:20])[C:18]([CH3:23])([CH3:22])[CH3:17])[O:12]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 62493Pivaloyl chlorideHCID 69435312HCID 69435312, compound

Product 1

HCID 69945067HCID 69945067, compoundYield 61.8%

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6344DichloromethaneSolvent

Procedure

A mixture of cis and trans 2-benzoyloxymethyl-5-hydroxy-1,3-oxathiolane (8.9 g, 39.6 mmol) (as prepared in example 1) was reacted with 14.6 mL (118.8 mmol) of trimethylacetylchloride in dichloromethane (35 mL) and pyridine (9.6 mL) as described in example 2 to yield 7.94 g of the desired compound in 1:1 ratio.

Sources & evidence

ORD record
ord-30b197c7fb2a4c9fa6ef15cd415f6e6f
Source dataset
uspto-grants-2001_01
Patent number
US06175008B1

Reaction notes

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