Hydrochloric Acid → HCID 54561769, compound

HRID 1979507Notes

Reaction equation

[CH3:1][C:2]1([CH3:15])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]([C:12](O)=[O:13])[CH2:4][CH2:3]1.P(Cl)(Cl)[Cl:17].Cl>>[CH3:1][C:2]1([CH3:15])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]([C:12]([Cl:17])=[O:13])[CH2:4][CH2:3]1

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 24387Phosphorus trichloride

HCID 204393164,4-dimethyl-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid

Product 1

HCID 54561769HCID 54561769, compoundYield 195.8%

Conditions

Temperature: 50 °C

Procedure

102 g of 1,1-dimethyl-tetralin-4-carboxylic acid are treated while stirring with 27.4 g of phosphorus trichloride and the mixture is stirred at 50° C. for 3 hours. This treatment is carried out while excluding moisture and conducting away the resulting hydrochloric acid gas. The upper phase is separated after 12 hours and distilled over a short Vigreux column. There are obtained 87 g of 1,1-dimethyl-tetralin-4-carboxylic acid chloride of boiling point 89° C./0.2 mmHg; nD20 =1.5418-20; yield 78%.

Workup

customThe upper phase is separated after 12 hours
distillationdistilled over a short Vigreux column

Sources & evidence

ORD record: ord-71b7029f9bb04f8a96c64010ec269529
Source dataset: uspto-grants-1984_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04481133

Reaction notes

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