1-Propanol → 6-Hydroxy-5-propoxymethyl-3,4-dihydro-2H-naphthalen-1-one

HRID 496401Notes

Reaction equation

HRID 496401 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(CC)CC)C.[CH2:22]([OH:25])[CH2:23][CH3:24]>>[OH:13][C:12]1[C:3]([CH2:2][O:25][CH2:22][CH2:23][CH3:24])=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:14])[CH2:7][CH2:6][CH2:5]2

Participants

4

Reactant 3

HCID 10311-PropanolHCID 8471TriethylamineHCID 123936195-(chloromethyl)-6-hydroxy-3,4-dihydro-1(2H)-naphthalenone

Product 1

HCID 223247446-Hydroxy-5-propoxymethyl-3,4-dihydro-2H-naphthalen-1-one

Procedure

According to step 1 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 propan-1-ol (3.0 ml, Aldrich Chemical) to produce 123 mg of desired product as yellow crystals. Low resolution mass spectrum (APCI) m/z 235 [M+H]+.

Sources & evidence

ORD record
ord-f919145c14de45fbaa47f8b0afc72226
Source dataset
uspto-grants-2005_09
Patent number
US06943183B2

Reaction notes

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