ChemicalBook CAS DataBase List 1,2-DIHYDRONAPHTHALENE

1,2-DIHYDRONAPHTHALENE synthesis

9synthesis methods

Product Name:1,2-DIHYDRONAPHTHALENE
CAS Number:447-53-0
Molecular formula:C10H10
Molecular Weight:130.19

Dissolve 1,2-naphthoquinone (0.18 mmol) in ethanol (3 mL). NaBH4 (73 mg, 1.93 mmol) suspended in ethanol (3 mL) was added dropwise to the reaction mixture. The mixture was stirred at room temperature under nitrogen. After 1.5 hours, the mixture was poured into ice water (50 mL). Acidify the mixture with HCl (0.5 M). The mixture was extracted with CH2Cl2. The mixture was dried over magnesium sulfate. The mixture was concentrated to give 1,2-dihydroxynaphthalene.

612-17-9 Synthesis

612-17-9
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$22.00/100mg

447-53-0
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$12.00/1g

Yield:447-53-0 76%

Reaction Conditions:

with manganese;6,6'-dimethyl-2,2'-bipyridine;phosphonic acid diethyl ester;nickel dibromide in chloroform at 35; for 24 h;

Steps:

20 Synthesis of Example 20
According to the general operating procedures, 1,4-dihydronaphthalene (1t) (130.1 mg, 1.0 mmol) is used as a raw material, 0.50 mol% nickel bromide (1.1 mg, 0.005 mmol) is used as a catalyst, and 0.60 mol% 6,6'- Dimethyl-2,2'-bipyridine (1.0 mg, 0.006 mmol) is the ligand, manganese powder (16.5 mg, 0.30 mmol, 0.30 equiv) is the reducing agent, and diethyl phosphite (30.0 mg, 0.20 mmol, 0.20equiv) was a hydrogen source, and anhydrous chloroform (1.0 mL) was used as a solvent for the reaction.The reaction system was stirred at 35 ° C. for 24 hours. A colorless oil (99.5 mg) was obtained by silica gel column chromatography (n-hexane) with an isolated yield of 76%

References:

Nanjing University;Zhu Shaolin;Ye Feng;Han Bo CN110878012, 2020, A Location in patent:Page/Page column 12

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529-33-9 Synthesis