HCID 19962312, compound → 4-[(7,8-Dihydro-8,8-dimethyl-5-phenylthionaphth-3-yl)ethynyl]benzoic acid

HRID 53395Notes

Reaction equation

HRID 53395 reaction equation
CC1(C)C2C=CC(C#CC3C=CC(C(O)=O)=CC=3)=CC=2C(SCC)=CC1.CC1(C)C2C=CC(C#CC3C=CC(C(OCC)=O)=CC=3)=CC=2C(S(CC)(=O)=O)=CC1.[CH3:57][C:58]1([CH3:88])[C:67]2[CH:66]=[CH:65][C:64]([C:68]#[C:69][C:70]3[CH:80]=[CH:79][C:73]([C:74]([O:76]CC)=[O:75])=[CH:72][CH:71]=3)=[CH:63][C:62]=2[C:61]([S:81][C:82]2[CH:87]=[CH:86][CH:85]=[CH:84][CH:83]=2)=[CH:60][CH2:59]1>>[CH3:57][C:58]1([CH3:88])[C:67]2[CH:66]=[CH:65][C:64]([C:68]#[C:69][C:70]3[CH:80]=[CH:79][C:73]([C:74]([OH:76])=[O:75])=[CH:72][CH:71]=3)=[CH:63][C:62]=2[C:61]([S:81][C:82]2[CH:87]=[CH:86][CH:85]=[CH:84][CH:83]=2)=[CH:60][CH2:59]1

Participants

4

Reactant 3

HCID 19962312HCID 19962312, compoundHCID 19962313HCID 19962313, compoundHCID 19962320Ethyl 4-[(7,8-dihydro-8,8-dimethyl-5-phenylthionaphth-3-yl)ethynyl]benzoate2×

Product 1

HCID 199623144-[(7,8-Dihydro-8,8-dimethyl-5-phenylthionaphth-3-yl)ethynyl]benzoic acid

Procedure

Employing the same general procedure as for the preparation of 4-[(7,8-dihydro-8,8-dimethyl-5-ethylthionaphth-3-yl)ethynyl]benzoic acid (Compound 153), 100 mg (0.38 mmol) of ethyl 4-[(7,8-dihydro-8,8-dimethyl-5-phenylthionaphth-3-yl)ethynyl]benzoate (Compound 155) was converted into the title compound (white solid, recrystallized from acetonitrile) using 2 ml of KOH (2N aqueous solution).

Sources & evidence

ORD record
ord-4c7d3697045b4fb4b1b262c95d9f48a3
Source dataset
uspto-grants-1997_04
Patent number
US05618931

Reaction notes

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