Sodium Hydroxide → HCID 53637173, compound

HRID 1607635Notes

Reaction equation

HRID 1607635 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][S:19][CH2:20]OCSCCl>C([N+](CCCC)(CCCC)CCCC)CCC.S([O-])(O)(=O)=O.ClCCl>[CH3:18][S:19][CH2:20][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

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 6009027-hydroxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-oneHCID 22323417HCID 22323417, compound

Product 1

HCID 53637173HCID 53637173, compoundYield 79.3%

Reagents, catalysts & solvents 2

HCID 94433Tetrabutylammonium hydrogen sulfateCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of 20 ml of a 10% sodium hydroxide solution, 40 ml of dichloromethane, 0.5 g (2 millimoles) of tetrabutyl-ammonium-hydrogensulfate and 10 millimoles of 7-hydroxy-2,2-dimethyl-4-chromanone is intensively stirred for 30 minutes. To the mixture 2.4 g (2,1 ml, 25 millimoles) of chloromethyl-thiomethyl-ether are added, the reaction mixture is stirred for 20 minutes at room temperature and worked up according to Example 12. Thus 2.0 g of the desired compound are obtained in the form of an orange oil, yield 79%.

Workup

  1. stirringthe reaction mixture is stirred for 20 minutes at room temperature

Sources & evidence

ORD record
ord-3520a4f783644ad7998e4194c6f71b26
Source dataset
uspto-grants-1989_09
Patent number
US04866089

Reaction notes

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