Diethyl Ether → HCID 67170643, compound

HRID 1475784Notes

Reaction equation

HRID 1475784 reaction equation
[F:1][C:2]1([F:21])[O:6][C:5]2[C:7]([Si:14]([CH2:19][CH3:20])([CH2:17][CH3:18])[CH2:15][CH3:16])=[CH:8][C:9]([C:11]([OH:13])=[O:12])=[CH:10][C:4]=2[O:3]1.[CH2:22](OCC)C.C[Si](C=[N+]=[N-])(C)C>CO>[CH3:22][O:12][C:11]([C:9]1[CH:8]=[C:7]([Si:14]([CH2:19][CH3:20])([CH2:17][CH3:18])[CH2:15][CH3:16])[C:5]2[O:6][C:2]([F:1])([F:21])[O:3][C:4]=2[CH:10]=1)=[O:13]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 167693TrimethylsilyldiazomethaneHCID 67170675HCID 67170675, compound

Product 1

HCID 67170643HCID 67170643, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

22.0 g of 2,2-difluoro-7-triethylsilanyl-benzo[1,3]dioxole-5-carboxylic acid were dissolved using 200 ml of diethyl ether and 100 ml of methanol. Then, 35.0 ml of a 2M solution of trimethylsilyldiazomethane was added at 10° C.-20° C. Stirring was continued for 1 h at room temperature and the mixture then evaporated. Chromatography on silica gel using EA/HEP 1:10 yielded 17.0 g of the title compound, colorless oil. Rf (EA/HEP 1:20)=0.39

Workup

  1. customthe mixture then evaporated

Sources & evidence

ORD record
ord-7c2e3659d15c434abbb3252e94393506
Source dataset
uspto-grants-2015_04
Patent number
US09018383B2

Reaction notes

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