Iodoethane → 4-(Diethylamino)-2-ethoxybenzaldehyde

HRID 619183

반응식

HRID 619183 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 9587084-(Diethylamino)-2-ethoxybenzaldehyde

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-94466fe8cce24b2eb506ad04d235ec22
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05958929

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