Phenyl chloroformate → HCID 15917425, compound

HRID 648090Notes

Reaction equation

HRID 648090 reaction equation
C[N:2]1[CH2:11][C:10]2([CH2:15][C:14]3[CH:16]=[CH:17][CH:18]=[CH:19][C:13]=3[O:12]2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3]1.[C:20]1([O:26][C:27](Cl)=[O:28])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>ClCCl>[O:26]([C:27]([N:2]1[CH2:11][C:10]2([CH2:15][C:14]3[CH:16]=[CH:17][CH:18]=[CH:19][C:13]=3[O:12]2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3]1)=[O:28])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 15891Phenyl chloroformateHCID 15917423HCID 15917423, compound

Product 1

HCID 15917425HCID 15917425, compoundYield 69.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a previously flamed 2000 ml round-bottom flask is added N-methylspiro[benzofuran-2(3H),4'(2'H)-isoquinoline] (32.5 g) in dichloromethane (700 ml). To this is added phenylchloroformate (20 ml). The mixture is stirred overnight. Removal of the solvent yields an oil. Trituration with n-propanol followed by recrystallization of 4.0 g of the solid so formed from ethyl acetate yields 2.6 g (69.7%) of product, mp 128°.

Workup

  1. customRemoval of the solvent
  2. customyields an oil
  3. customTrituration with n-propanol followed by recrystallization of 4.0 g of the solid
  4. customso formed from ethyl acetate

Sources & evidence

ORD record
ord-7b6fe520d4c84f95b7269b3737191214
Source dataset
uspto-grants-1983_10
Patent number
US04410699

Reaction notes

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