Sodium Hydroxide → HCID 22158829, compound

HRID 1607634Notes

Reaction equation

HRID 1607634 reaction equation
[OH-].[Na+].[OH:3][C:4]1[CH:13]=[C:12]2[C:7]([C:8](=[O:16])[CH2:9][C:10]([CH3:15])([CH3:14])[O:11]2)=[CH:6][CH:5]=1.Cl[CH2:18][O:19][CH2:20][CH3:21]>[Cl-].C([N+](CC)(CC)CC1C=CC=CC=1)C.ClCCl>[CH2:20]([O:19][CH2:18][O:3][C:4]1[CH:13]=[C:12]2[C:7]([C:8](=[O:16])[CH2:9][C:10]([CH3:14])([CH3:15])[O:11]2)=[CH:6][CH:5]=1)[CH3:21]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 18523Chloromethyl ethyl etherHCID 6009027-hydroxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-one

Product 1

HCID 22158829HCID 22158829, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 66133Benzyl triethylammonium chlorideCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of 40 ml of an 5% sodium hydroxide solution, 60 ml of dichloro methane, 0.5 g (2 millimoles) of triethyl benzyl ammonium chloride and 1.9 g (10 millimoles) of 7-hydroxy-2,2-dimethyl-4-chromanone is intensively stirred at room temperature for 20 minutes, whereupon 2.3 g (2,2 ml, 25 millimoles) of chloromethyl-ethyl-ether are added and the reaction mixture is stirred for an hour. The reaction mixture is worked up according to Example 12. Thus 2.1 g of the desired compound are obtained in the form of a light yellow oil, yield 85%.

Workup

  1. additionare added

Sources & evidence

ORD record
ord-ed0a127d5b6549a8983acefb7e0aaada
Source dataset
uspto-grants-1989_09
Patent number
US04866089

Reaction notes

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