Acetyl chloride → HCID 86687898, compound

HRID 868985Notes

Reaction equation

HRID 868985 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[CH:8]=[CH:7][C:6]3[O:12][CH2:13][CH2:14][NH:15][C:5]=3[C:4]=2[N:3]=1.CCN(CC)CC.[C:23](Cl)(=[O:25])[CH3:24]>C(Cl)Cl>[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[CH:8]=[CH:7][C:6]3[O:12][CH2:13][CH2:14][N:15]([C:23](=[O:25])[CH3:24])[C:5]=3[C:4]=2[N:3]=1

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 70649677HCID 70649677, compound

Product 1

HCID 86687898HCID 86687898, compoundYield 70.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 9-methyl-2,3-dihydro-1H-[1,4]oxazino[2,3-h]quinoline (200 mg, 1.0 mmol) and NEt3 (304 mg, 3.0 mmol) in DCM (5 mL) was added acetyl chloride (157 mg, 2.0 mmol) at room temperature. After stirring at room temperature for 1 h, the mixture was washed with water (10 mL×3). The organic phase was dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated to give the title compound (170 mg) as a yellow solid. MS (ESI): m/z 243 [M+H]+.

Workup

  1. washthe mixture was washed with water (10 mL×3)
  2. dry with materialThe organic phase was dried over anhydrous Na2SO4
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-c050903c912a4d7c80e5062de4de1ead
Source dataset
uspto-grants-2015_03
Patent number
US08969349B2

Reaction notes

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