Dimethyl Sulfoxide → HCID 13557279, compound

HRID 1583488Notes

Reaction equation

HRID 1583488 reaction equation
Br[CH2:2][CH2:3][C:4]([CH3:11])(C)[C:5]([O:7][CH2:8][CH3:9])=S.[OH:12][N:13]1[C:17](=[O:18])[C:16]2=[CH:19][CH:20]=[CH:21][CH:22]=[C:15]2[C:14]1=[O:23].C([O-])(=[O:26])C.[Na+].[CH3:29][S:30](C)=O>>[CH3:11][C:4]([S:30][CH3:29])([CH2:3][CH2:2][O:12][N:13]1[C:14](=[O:23])[C:15]2=[CH:22][CH:21]=[CH:20][CH:19]=[C:16]2[C:17]1=[O:18])[C:5]([O:7][CH2:8][CH3:9])=[O:26]

Participants

5

Reactant 4

HCID 679Dimethyl SulfoxideHCID 10665N-HydroxyphthalimideHCID 517045Sodium AcetateHCID 54203470HCID 54203470, compound

Product 1

HCID 13557279HCID 13557279, compound

Procedure

This compound was prepared in the manner of Example 6, Step B, using 150.0 grams (0.588 mole) of ethyl 4-bromo-2-methyl-2-methylthiobutanoate, 95.9 grams (0.588 mole) of N-hydroxyphthalimide and 53.0 grams (0.647 mole) of sodium acetate in 1000 ml of dimethyl sulfoxide. The yield of ethyl 1-methyl-2-methylthio-4-(phthalimidooxy)butanoate was 93.0 grams as an oil.

Workup

  1. customThis compound was prepared in the manner of Example 6, Step B

Sources & evidence

ORD record
ord-8dbe74b130ce4627ab57bd36c795b4c6
Source dataset
uspto-grants-1985_11
Patent number
US04552585

Reaction notes

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