Ammonium Chloride → HCID 86646563, 화합물

HRID 1698396노트

반응식

HRID 1698396 반응식
[C:1]([C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][C:12]=1[N:13]([CH2:16][CH3:17])[CH2:14][CH3:15])[CH:8]=[O:9])([CH3:4])([CH3:3])[CH3:2].[C:18]([Mg]Br)#[CH:19].[Cl-].[NH4+]>C1COCC1>[C:1]([C:5]1[CH:6]=[C:7]([CH:8]([OH:9])[C:18]#[CH:19])[CH:10]=[CH:11][C:12]=1[N:13]([CH2:16][CH3:17])[CH2:14][CH3:15])([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 86042697HCID 86042697, 화합물HCID 178418486HCID 178418486, 화합물

생성물 1

HCID 86646563HCID 86646563, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

1.5 g (6.7 mmol) of 3-tert-butyl-4-diethylamino-benzaldehyde are dissolved in 20 ml of dry THF, under a light nitrogen flow, at 0° C. 17 ml (8.7 mmol) of a 0.5M solution of ethynylmagnesium bromide are added dropwise and the medium is then brought back to ambient temperature and stirred for 30 minutes. The mixture is then poured into a saturated solution of ammonium chloride, extracted with ethyl acetate, dried over sodium sulphate and then concentrated to dryness. The residue is purified by flash chromatography (90/10 heptane/ethyl acetate). 780 mg of 1-(3-tert-butyl-4-diethylaminophenyl)prop-2-yn-1-ol are obtained in the form of a colourless oil (yield=47%).

후처리

  1. customat 0° C
  2. customis then brought back to ambient temperature
  3. extractionextracted with ethyl acetate
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated to dryness
  6. customThe residue is purified by flash chromatography (90/10 heptane/ethyl acetate)

출처 및 근거

ORD 기록
ord-db5ea66ca81f4cfa90d6c54c789e1240
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08163952B2

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