Aluminum(III) Chloride → HCID 117925532, compound

HRID 1771431Notes

Reaction equation

HRID 1771431 reaction equation
C(O[CH:5]([O:11][CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[O:20][CH3:21])[C:6]([O:8][CH2:9][CH3:10])=[O:7])(=O)C.[Al+3].[Cl-].[Cl-].[Cl-]>ClCCl>[CH3:21][O:20][C:15]1[CH:16]=[CH:17][CH:18]=[C:19]2[C:14]=1[CH2:13][CH2:12][O:11][CH:5]2[C:6]([O:8][CH2:9][CH3:10])=[O:7]

Participants

4

Reactant 2

HCID 6451240Aluminum(III) Chloride2×HCID 89851745HCID 89851745, compound

Product 1

HCID 117925532HCID 117925532, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The solution of ethyl 2-acetoxy-2-(2-methoxyphenethoxy)acetate (12.3 g) in dichloromethane (415 ml) at −20° C. was treated with AlCl3 (5.5 g), and stirred for 1 hr. AlCl3 (5.5 g) was added to the solution and stirred for 3.5 hrs, pours into ice-water (400 ml). Separation method A was applied, followed by distillation (1-2 mbar/120-130° C.) of the crude product to yield ethyl 5-methoxyisochroman-1-carboxylate (5.1 g).

Workup

  1. stirringstirred for 3.5 hrs
  2. customSeparation method A
  3. distillationfollowed by distillation (1-2 mbar/120-130° C.) of the crude product

Sources & evidence

ORD record
ord-6830d5243f4d400b857d934abcc7ee0f
Source dataset
uspto-grants-2016_02
Patent number
US09249127B2

Reaction notes

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