Methyl chloroformate → HCID 21296216, compound

HRID 1995915Notes

Reaction equation

HRID 1995915 reaction equation
[CH3:1][C:2]1([CH3:13])[CH2:6][C:5]2[CH:7]=[CH:8][CH:9]=[C:10]([NH:11][NH2:12])[C:4]=2[O:3]1.C(N(C(C)C)C(C)C)C.Cl[C:24]([O:26]C)=[O:25]>O1CCCC1>[CH3:1][C:2]1([CH3:13])[CH2:6][C:5]2[CH:7]=[CH:8][CH:9]=[C:10]([NH:11][NH:12][C:24]([OH:26])=[O:25])[C:4]=2[O:3]1

Participants

5

Reactant 3

HCID 6586Methyl chloroformateHCID 81531DiisopropylethylamineHCID 13241352(2,2-Dimethyl-2,3-dihydro-1-benzofuran-7-yl)hydrazine

Product 1

HCID 21296216HCID 21296216, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

17.8 g of (1C) thus prepared and 12.9 g of ethyldiisopropylamine were dissolved in 200 ml of tetrahydrofuran. 9.45 g of methyl chloroformate was added drop-by-drop to the stirred solution, and the resulting mixture was stirred for one hour. The solvent then was evaporated, the residue was washed with water and extracted with ether, and the extract was dried. Part of the ether was evaporated from the extract and the remaining solution was cooled. The resulting solid was collected to give the methyl ester of 2-(2,3-dihydro-2,2-dimethylbenzofuran-7-yl)hydrazinecarboxylic acid (1D), as a white solid, m.p.; 101°-102° C.

Workup

  1. customThe solvent then was evaporated
  2. washthe residue was washed with water
  3. extractionextracted with ether
  4. customthe extract was dried
  5. customPart of the ether was evaporated from the
  6. extractionextract
  7. temperaturethe remaining solution was cooled
  8. customThe resulting solid was collected

Sources & evidence

ORD record
ord-73c2283d9ad941b5a33a814f6d35bf87
Source dataset
uspto-grants-1983_09
Patent number
US04406910

Reaction notes

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