Triethylamine → 1-[2,5-Dimethoxy-3,6-bis(methoxymethoxy)phenyl]-2-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)ethane

HRID 1588127노트

반응식

HRID 1588127 반응식
[CH3:1][O:2][C:3]1[C:8]([O:9][CH2:10][O:11][CH3:12])=[CH:7][C:6]([O:13][CH3:14])=[C:5]([O:15][CH2:16][O:17][CH3:18])[C:4]=1[CH2:19][CH:20]=O.[CH3:22][C:23]1([CH3:31])[O:30][C:28](=[O:29])[CH2:27][C:25](=[O:26])[O:24]1.C(N(CC)CC)C>C1C=CC=CC=1>[CH3:1][O:2][C:3]1[C:8]([O:9][CH2:10][O:11][CH3:12])=[CH:7][C:6]([O:13][CH3:14])=[C:5]([O:15][CH2:16][O:17][CH3:18])[C:4]=1[CH2:19][CH:20]=[C:27]1[C:28](=[O:29])[O:30][C:23]([CH3:31])([CH3:22])[O:24][C:25]1=[O:26]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 162492,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 197572302-[2,5-Dimethoxy-3,6-bis(methoxymethoxy)phenyl]acetoaldehyde

생성물 1

HCID 197571651-[2,5-Dimethoxy-3,6-bis(methoxymethoxy)phenyl]-2-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)ethane

시약·촉매·용매 1

HCID 241Benzene용매2회

실험 절차

2.7 Grams (9.0 mM) of 2-[2,5-dimethoxy-3,6-bis(methoxymethoxy)phenyl]acetoaldehyde was dissolved in 80 ml of benzene, then to this solution was added 1.56 g (10.8 mM) of Meldrum's acid (2,2-dimethyl-1,3-dioxane-4,6-dione) and 2.18 g (21.6 mM) of triethylamine were added and the reaction mixture was stirred at room temperature for 12 hours. 100 Milliliters of benzene was added to the reaction mixture and washed twice with 200 ml of water and further washed twice with a saturated sodium chloride aqueous solution, then the benzene solution was dried over anhydrous magnesium sulfate. The benzene solution was concentrated under reduced pressure and the residue obtained was purified by a silica gel column chromatography (diameter 5 cm×length 15 cm, eluent: 30% ethyl acetatehexane, "Wakogel C-200") to yield 2.9 g of 1-[2,5-dimethoxy-3,6-bis(methoxymethoxy)phenyl]-2-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)ethane. Light yellow indefinite form powdery substance.

후처리

  1. additionwere added
  2. washwashed twice with 200 ml of water
  3. washfurther washed twice with a saturated sodium chloride aqueous solution
  4. dry with materialthe benzene solution was dried over anhydrous magnesium sulfate
  5. concentrationThe benzene solution was concentrated under reduced pressure
  6. customthe residue obtained
  7. customwas purified by a silica gel column chromatography (diameter 5 cm×length 15 cm, eluent: 30% ethyl acetatehexane, "Wakogel C-200")

출처 및 근거

ORD 기록
ord-7ed268b4d2c64e95bd58f109c77cbf37
출처 데이터셋
uspto-grants-1993_06
특허 번호
US05220042

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