Ethyl chloroformate → HCID 15917426, compound

HRID 648091Notes

Reaction equation

HRID 648091 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.Cl[C:21]([O:23][CH2:24][CH3:25])=[O:22]>C1C=CC=CC=1>[CH2:24]([O:23][C:21]([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:22])[CH3:25]

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 15917423HCID 15917423, compound

Product 1

HCID 15917426HCID 15917426, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 2'-methylspiro[benzofuran-2(3H),4'(2'H)-isoquinoline] (26.1 g) and ethyl chloroformate (12.4 g) is heated under reflux in benzene (275 ml) overnight. The reaction mixture is washed with water (3x), saturated sodium chloride solution and dried over anhydrous magnesium sulfate. After filtering, the solvent is removed to yield 24 g (76%) of product as a solid, mp 65°-75°. A sample is thrice recrystallized from hexane to yield the product, mp 89°-90°.

Workup

  1. washThe reaction mixture is washed with water (3x), saturated sodium chloride solution
  2. dry with materialdried over anhydrous magnesium sulfate
  3. filtrationAfter filtering
  4. customthe solvent is removed

Sources & evidence

ORD record
ord-83a35a0b796e4a1694f92f5083b6219a
Source dataset
uspto-grants-1983_10
Patent number
US04410699

Reaction notes

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