Acetic Anhydride → 1-(2-Methyl-3,4-dihydroquinolin-1(2H)-yl)ethan-1-one

HRID 2201322Notes

Reaction equation

HRID 2201322 reaction equation
[CH3:1][CH:2]1[CH2:11][CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[NH:3]1.[C:12](OC(=O)C)(=[O:14])[CH3:13]>>[C:12]([N:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH2:10][CH2:11][CH:2]1[CH3:1])(=[O:14])[CH3:13]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 962892-Methyl-1,2,3,4-tetrahydroquinoline

Product 1

HCID 2512901-(2-Methyl-3,4-dihydroquinolin-1(2H)-yl)ethan-1-oneYield 243.5%

Procedure

2-Methyl-1,2,3,4-tetrahydroquinoline (216 mg, 1.469 mmol, available from TCl), was measured into a reaction test tube and acetic anhydride (0.139 ml, 1.469 mmol) was added and left to stir overnight. LCMS analysis showed the reaction had gone to completion. The crude product was purified by MDAP to give the desired compound (677 mg)

Workup

  1. waitleft
  2. customThe crude product was purified by MDAP

Sources & evidence

ORD record
ord-5279b24a60454a3eaa9af60440109343
Source dataset
uspto-grants-2016_06
Patent number
US09360482B2

Reaction notes

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