Triethylamine → 5-(1-Ethyl-propoxymethyl)-6-hydroxy-3,4-dihydro-2H-naphthalen-1-one

HRID 496403Notes

Reaction equation

HRID 496403 reaction equation
Cl[CH2:2][C:3]1[C:12]([OH:13])=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][CH2:7][C:8]2=[O:14].C(N([CH2:20][CH3:21])CC)C>CCC(O)CC>[CH2:11]([CH:12]([O:13][CH2:2][C:3]1[C:12]([OH:13])=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][CH2:7][C:8]2=[O:14])[CH2:20][CH3:21])[CH3:10]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 123936195-(chloromethyl)-6-hydroxy-3,4-dihydro-1(2H)-naphthalenone

Product 1

HCID 697370915-(1-Ethyl-propoxymethyl)-6-hydroxy-3,4-dihydro-2H-naphthalen-1-oneYield 189.1%

Reagents, catalysts & solvents 1

HCID 114283-PentanolSolvent

Procedure

According to step (a) in the method of example 19a, 5-Chloromethyl-6-hydroxy-3,4-dihydro-2H-naphthalen-1-one (0.211 g, 1.0 mmol) was combined with triethylamine (0.167 ml, 1.2 mmol) in pentan-3-ol (3 ml, Aldrich Chemical) to produce 248 mg of desired product as an orange-red oil. Low resolution mass spectrum (APCI) m/z 263 [M+H]+.

Sources & evidence

ORD record
ord-0368d7add687464181b470778281193b
Source dataset
uspto-grants-2005_09
Patent number
US06943183B2

Reaction notes

Loading…