Water → HCID 13424015, compound

HRID 1981064Notes

Reaction equation

HRID 1981064 reaction equation
[OH:1][CH2:2][CH2:3][N:4]1[CH:8]=[C:7]([CH3:9])[C:6]([C:10]([O:12][CH2:13][CH3:14])=[O:11])=[C:5]1[CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17].C(N(CC)CC)C.[CH3:28][S:29](Cl)(=[O:31])=[O:30].O>C(Cl)Cl>[S:29]([O:1][CH2:2][CH2:3][N:4]1[CH:8]=[C:7]([CH3:9])[C:6]([C:10]([O:12][CH2:13][CH3:14])=[O:11])=[C:5]1[CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])([CH3:28])(=[O:31])=[O:30]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 13424014HCID 13424014, compound

Product 1

HCID 13424015HCID 13424015, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Ethyl 1-(2-hydroxyethyl)-3-carboethoxy-4-methylpyrrole-2-acetate (101.7 g) in 800 ml of dry methylene chloride at -10° C. was treated with 56 ml of triethylamine followed by addition dropwise 31 ml of methanesulfonyl chloride. After 30 minutes of stirring at room temperature, 250 ml of water was added and the organic layer separated and washed with water (3×300 ml ), dried over Na2SO4 and evaporated under reduced pressure to yield 121.3 g of ethyl 1-(2-mesyloxyethyl)-3-carboethoxy-4-methyl-pyrrole-2-acetate as white crystals from ethylacetate hexane, m.p. 66°-68° C.

Workup

  1. customthe organic layer separated
  2. washwashed with water (3×300 ml )
  3. dry with materialdried over Na2SO4
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-24a2ff1d2e104046b48976a1c9dcde83
Source dataset
uspto-grants-1985_04
Patent number
US04511724

Reaction notes

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