HCID 20222962, compound → N-(5,6,7,8-Tetrahydro-4-methyl-5-oxo-2-naphthalenyl)acetamide
Reaction equation
[C:1]([NH:4][C:5]1[CH:6]=[C:7]([CH2:12][CH2:13][CH2:14][C:15]([OH:17])=O)[CH:8]=[C:9]([CH3:11])[CH:10]=1)(=[O:3])[CH3:2]>C[Si](OP(=O)=O)(C)C>[C:1]([NH:4][C:5]1[CH:6]=[C:7]2[C:8](=[C:9]([CH3:11])[CH:10]=1)[C:15](=[O:17])[CH2:14][CH2:13][CH2:12]2)(=[O:3])[CH3:2]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
The product from Example 129 (3 g) was treated with a solution of trimethylsilyl polyphosphate (PPSE) (50 ml in o-dichlorobenzene) at 100° C. for 10 minutes. The reaction was cooled to 0° C., quenched with 2NHCl and extracted with methylene chloride. The organic layer was separated, dried and evaporated to one-half the volume and purified on a small bed of silica gel. The desired tetralone was obtained in 40% yield. m.p.
Workup
- customquenched with 2NHCl and
- extractionextracted with methylene chloride
- customThe organic layer was separated
- customdried
- customevaporated to one-half the volume
- custompurified on a small bed of silica gel
Sources & evidence
- ORD record
- ord-f00f819a22714f78bfcaaaf7a0de79ad
- Source dataset
- uspto-grants-1987_01
- Patent number
- US04634705
Reaction notes
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