Triethylamine → 7-Chloro-2,3-dihydro-4-isocyanato-2-methylbenzofuran

HRID 1638926Notes

Reaction equation

HRID 1638926 reaction equation
C(N(CC)CC)C.[NH2:8][C:9]1[C:14]2[CH2:15][CH:16]([CH3:18])[O:17][C:13]=2[C:12]([Cl:19])=[CH:11][CH:10]=1.Cl[C:21](OC(Cl)(Cl)Cl)=[O:22]>O1CCOCC1>[Cl:19][C:12]1[C:13]2[O:17][CH:16]([CH3:18])[CH2:15][C:14]=2[C:9]([N:8]=[C:21]=[O:22])=[CH:10][CH:11]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10426DiphosgeneHCID 536714607-Chloro-2-methyl-2,3-dihydrobenzofuran-4-amine

Product 1

HCID 537184027-Chloro-2,3-dihydro-4-isocyanato-2-methylbenzofuran

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

6.07 g of triethylamine was added to a mixture of 9.18 g of 32A, 11.87 g of trichloromethyl chloroformate and 250 mL of dioxane, and the mixture was refluxed for 6 hours. The mixture was cooled, filtered, and the filtrate was stripped of solvent, to give 7-chloro-2,3-dihydro-4-isocyanato-2-methylbenzofuran (34A), as a brown liquid.

Workup

  1. temperaturethe mixture was refluxed for 6 hours
  2. temperatureThe mixture was cooled
  3. filtrationfiltered

Sources & evidence

ORD record
ord-c597f652f8d34bf894b7e9fdffa0b69f
Source dataset
uspto-grants-1989_11
Patent number
US04881967

Reaction notes

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