Iodoethane → 4-(Diethylamino)-2-ethoxybenzaldehyde

HRID 619183

反応式

HRID 619183 の反応式
[OH:1][C:2]1[CH:9]=[C:8]([N:10]([CH2:13][CH3:14])[CH2:11][CH3:12])[CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].C([O-])([O-])=O.[K+].[K+].[CH2:21](I)[CH3:22]>CN(C=O)C>[CH2:21]([O:1][C:2]1[CH:9]=[C:8]([N:10]([CH2:13][CH3:14])[CH2:11][CH3:12])[CH:7]=[CH:6][C:3]=1[CH:4]=[O:5])[CH3:22]

参加物

5

反応物 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 872934-(Diethylamino)-2-hydroxybenzaldehyde

生成物 1

HCID 9587084-(Diethylamino)-2-ethoxybenzaldehyde

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a mixture of 2-hydroxy-4-(diethylamino)benzaldehyde (10.0 g, 51.75 mmol), K2CO3 (14.3 g) and DMF (150 ml) at room temperature was added ethyl iodide (4.1 ml). The reaction mixture as stirred for about two days, filtered and the filtrate was concentrated in vacuo. The residue was partitioned between ether and saturated Na2CO3, and the organic layer was separated, dried over MgSO4, treated with charcoal, filtered and concentrated in vacuo. The solid product was recrystallized from hexane to afford, as a pink crystalline solid, 9.8 g of 2-ethoxy-4-(diethylamino)benzaldehyde, m.p. 58-59° C.

後処理

  1. filtrationfiltered
  2. concentrationthe filtrate was concentrated in vacuo
  3. customThe residue was partitioned between ether and saturated Na2CO3
  4. customthe organic layer was separated
  5. dry with materialdried over MgSO4
  6. additiontreated with charcoal
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. customThe solid product was recrystallized from hexane

出典と根拠

ORDレコード
ord-94466fe8cce24b2eb506ad04d235ec22
出典データセット
uspto-grants-1999_09
特許番号
US05958929

関連ノート

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