Thionyl Chloride → 1,4-Dihydronaphthalene-1-carbonyl chloride

HRID 542380Notes

Reaction equation

HRID 542380 reaction equation
[CH:1]1([C:11]([OH:13])=O)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH:3]=[CH:2]1.S(Cl)([Cl:16])=O>>[CH:1]1([C:11]([Cl:16])=[O:13])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH:3]=[CH:2]1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 1885231,4-Dihydronaphthalene-1-carboxylic acid

Product 1

HCID 126040981,4-Dihydronaphthalene-1-carbonyl chloride

Procedure

In an example of this reaction 1,4-dihydro-alpha-naphthoic acid is reacted with thionyl chloride at room temperature for 1-6 hours to obtain 1,4-dihydro-alpha-naphthoic chloride. This compound is then reacted with an amine of the formula (3) and triethylamine in ether solvent under reflux for 0.1-3 hours to obtain a compound of the formula (1a). Compounds of the formulae (1b) and (1c) may also be produced in the same manner as just described using 3,4-dihydro-alpha-naphthoic acid and 1,2,3,4-tetrahydro-alpha-naphthoic acid, respectively as starting materials.

Sources & evidence

ORD record
ord-64d60ab63ed24b22aecbf8b701cfadfd
Source dataset
uspto-grants-1987_04
Patent number
US04657581

Reaction notes

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