Hydrochloric Acid → 1-(7-Methoxy-4-methyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-ethanone

HRID 38415ノート

反応式

HRID 38415 の反応式
[CH3:1][O:2][C:3]1[CH:13]=[CH:12][C:6]2[N:7]([CH3:11])[CH2:8][CH2:9][O:10][C:5]=2[CH:4]=1.[Cl-].[Cl-].[Cl-].[Al+3].[C:18](Cl)(=[O:20])[CH3:19].Cl>ClCCCl>[CH3:1][O:2][C:3]1[C:13]([C:18](=[O:20])[CH3:19])=[CH:12][C:6]2[N:7]([CH3:11])[CH2:8][CH2:9][O:10][C:5]=2[CH:4]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 6451240Aluminum(III) Chloride2 回HCID 136712644-methyl-7-methoxy-3,4-dihydro-2H-[1,4]benzoxazine

生成物 1

HCID 595985541-(7-Methoxy-4-methyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-ethanone収率 7.6%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

反応条件

温度
0 °C

実験手順

7-Methoxy-4-methyl-3,4-dihydro-2H-benzo[1,4]oxazine (11.17 g, 0.625 mol) in 400 mL of 1,2-dichloroethane was stirred at 0° C. under nitrogen. Aluminum trichloride (8.3 g, 0.625 mol) was added in portions, followed by dropwise addition of acetyl chloride (4.9 mL, 0.678 mol). The reaction mixture was stirred at 0° C. for 2.5 hours. Aluminum trichloride (3 g) was added, and the reaction mixture was stirred at room temperature for 24 hours. The reaction mixture was poured into ice and 550 mL 3N HCl was added. The aqueous mixture was extracted with methylene chloride, and the combined organic layers were dried (MgSO4), filtered, and evaporated under reduced pressure to yield 10.48 g of 1-(7-Methoxy-4-methyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-ethanone. (M+H)=222.

後処理

  1. stirringthe reaction mixture was stirred at room temperature for 24 hours
  2. additionwas added
  3. extractionThe aqueous mixture was extracted with methylene chloride
  4. dry with materialthe combined organic layers were dried (MgSO4)
  5. filtrationfiltered
  6. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-f666c42bb1ca42a8a1a7ce7c881fbf75
出典データセット
uspto-grants-2013_09
特許番号
US08524725B2

反応ノート

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