Methyl chloroformate → HCID 18929756, compound

HRID 1598583Notes

Reaction equation

HRID 1598583 reaction equation
Cl.[NH2:2][CH:3]1[CH2:11][CH2:10][C:6]2[S:7][CH:8]=[CH:9][C:5]=2[CH2:4]1.C(N(CC)CC)C.[C:19](Cl)(=[O:22])[O:20][CH3:21]>C(Cl)Cl>[CH3:21][O:20][C:19]([NH:2][CH:3]1[CH2:11][CH2:10][C:6]2[S:7][CH:8]=[CH:9][C:5]=2[CH2:4]1)=[O:22]

Participants

5

Reactant 3

HCID 6586Methyl chloroformateHCID 8471TriethylamineHCID 18929769HCID 18929769, compound

Product 1

HCID 18929756HCID 18929756, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 3.79 g of 5-amino-4,5,6,7-tetrahydrobenzo[b]thiophene.hydrochloride and 4.04 g of triethylamine dissolved in 30 ml of methylene chloride was added dropwise 1.89 g of methyl chlorocarbonate under ice cooling, and the mixture was stirred at room temperature for 2 hours. The reaction mixture was poured into ice water, the organic layer was collected by separation and dried, and then the solvent was removed. The resulting crystals were recrystallized from isopropyl ether to obtain 3.80 g of 5-methoxycarbonylamino-4,5,6,7-tetrahydrobenzo[b]thiophene.

Workup

  1. customthe organic layer was collected by separation
  2. customdried
  3. customthe solvent was removed
  4. customThe resulting crystals were recrystallized from isopropyl ether

Sources & evidence

ORD record
ord-1669ba137c1b49a0bf2aecb941d60777
Source dataset
uspto-grants-1998_04
Patent number
US05739132

Reaction notes

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