HCID 86602830, compound → HCID 66926982, compound

HRID 1444704Notes

Reaction equation

HRID 1444704 reaction equation
[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C@H:5]([NH:12]C=O)[CH2:4][CH2:3]1>Cl.CO>[NH2:12][C@H:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2](=[O:1])[CH2:3][CH2:4]1

Participants

4

Reactant 1

HCID 86602830HCID 86602830, compound

Product 1

HCID 66926982HCID 66926982, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

A solution of (R)—N-(4-oxo-1,2,3,4-tetrahydronaphthalen-1-yl)formamide (45 mg, 238 μmol) in 5 mL of HCl and 5 mL of MeOH was refluxed for 2 h and then stirred at RT overnight. The solvent was evaporated and the residue was neutralized with 10N NaOH and was extracted with EtOAc. The extracts was dried over Na2SO4 and evaporated. flash chomatograph (SiO2, EtOAc to EtOAc/2M NH3 in MeOH=100:10 to 100:20) afforded crude (R)-4-amino-3,4-dihydronaphthalen-1(2H)-one as a sticky oil.

Workup

  1. customThe solvent was evaporated
  2. extractionwas extracted with EtOAc
  3. dry with materialThe extracts was dried over Na2SO4
  4. customevaporated

Sources & evidence

ORD record
ord-a3db820eaba54c50a53cf1cab8e44c55
Source dataset
uspto-grants-2010_02
Patent number
US07662811B2

Reaction notes

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