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Formaldehyde → 1-Diethylamino-6-(3,4-dimethoxyphenyl)hex-2-yne

HRID 1414941
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HRID 1414941 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][CH2:13][C:14]#[CH:15])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].O1[CH2:21][CH2:20]COO1.C=O.[CH2:24]([NH:26][CH2:27]C)[CH3:25].[OH-].[Na+]>O1CCOCC1.C(O)(=O)C.O>[CH2:24]([N:26]([CH2:20][CH3:21])[CH2:27][C:15]#[C:14][CH2:13][CH2:12][CH2:11][C:5]1[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=1)[CH3:25]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 5

HCID 712FormaldehydeHCID 8021DiethylamineHCID 14798Sodium HydroxideHCID 19593658CID 19593658HCID 214858375-(3,4-Dimethoxyphenyl)-pent-1-yne

생성물 1

HCID 214857251-Diethylamino-6-(3,4-dimethoxyphenyl)hex-2-yne

시약·촉매·용매 3

HCID 176
Acetic Acid
용매
HCID 962Water용매
HCID 312751,4-Dioxane용매

실험 절차

Heat a mixture of 5-(3,4-dimethoxyphenyl)-pent-1-yne (8 g), water (2.5 cc), trioxan (0.5 g ), 30% formalin (5.5 g), diethylamine (4 g), acetic acid (2.75 g), dioxan (25 cc) and cuprous chloride (0.13 g) at 70° for 15 hours. Make the cooled solution alkaline with 10% aqueous sodium hydroxide and collect the product. Wash the ethereal solution with water and extract with 10% hydrochloric acid (3 × 30 cc). Wash the combined aqueous extracts with ether, make it alkaline with 10% sodium hydroxide solution and extract with ether. Wash and dry the ethereal solution, evaporate the solvent and distil the residue at 0.1 mm Hg to obtain 1-diethylamino-6-(3,4-dimethoxyphenyl)-hex-2-yne.

후처리

  1. temperatureHeat
  2. customcollect the product
  3. washWash the ethereal solution with water
  4. extractionextract with 10% hydrochloric acid (3 × 30 cc)
  5. washWash the combined aqueous extracts with ether
  6. extractionextract with ether
  7. washWash
  8. customdry the ethereal solution
  9. customevaporate the solvent
  10. customdistil the residue at 0.1 mm Hg

출처 및 근거

ORD 기록
ord-48bbbec8e91840ae901612f74f490c37
출처 데이터셋
uspto-grants-1977_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04002746

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