Triethylamine → Veratryl alcohol

HRID 54665

반응식

HRID 54665 반응식
Cl.NC[CH:4]([OH:15])[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[C:7]([O:13][CH3:14])[CH:6]=1.COC1C(OC)=CC=CC=1C=O.C(N(CC)CC)C.B.[Na]>CO>[CH3:14][O:13][C:7]1[CH:6]=[C:5]([CH:10]=[CH:9][C:8]=1[O:11][CH3:12])[CH2:4][OH:15]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 665812,3-DimethoxybenzaldehydeHCID 128889092-Amino-1-(3,4-dimethoxyphenyl)ethan-1-ol hydrochlorideHCID 178418435HCID 178418435, 화합물

생성물 1

HCID 7118Veratryl alcohol

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

1.0 g of α-(aminomethyl)-3,4-dimethoxybenzyl alcohol hydrochloride was suspended in 5 ml of methanol, and after adding thereto 0.85 g of 2,3-dimethoxybenzaldehyde, 0.63 ml of triethylamine was added dropwise to the mixture while stirring at room temperature. The mixture was heated under reflux for 30 minutes, and 0.24 g of sodium boron hydride was added slowly to the mixture while stirring under ice cooling. After the foaming stopped, the mixture was concentrated. The residue was subjected to a separating procedure with chloroform and water, the chloroform layer was collected, washed with water, and dried over anhydrous sodium sulfate. The solvent was distilled off, and the residue was recrystallized from ethyl acetate-n-hexane, giving 1.07 g of α-[[2,3-dimethoxybenzyl)amino]methyl]-3,4-dimethoxybenzyl alcohol, m.p. 96°-97° C.

후처리

  1. additionafter adding
  2. temperatureThe mixture was heated
  3. temperatureunder reflux for 30 minutes
  4. stirringwhile stirring under ice cooling
  5. concentrationthe mixture was concentrated
  6. customthe chloroform layer was collected
  7. washwashed with water
  8. dry with materialdried over anhydrous sodium sulfate
  9. distillationThe solvent was distilled off
  10. customthe residue was recrystallized from ethyl acetate-n-hexane

출처 및 근거

ORD 기록
ord-3bcdb4656b234fc0b193760fcf8acf5b
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05623074

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