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Ethanolamine → HCID 19600009, 화합물

HRID 611245
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HRID 611245 반응식
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([N:14]2[CH2:19][CH2:18][C:17]3[CH:20]=[C:21]([C:23]([OH:25])=O)[O:22][C:16]=3[CH2:15]2)=[O:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:26][CH2:27][CH2:28]O.C(N(CC)CC)C.C(Cl)(Cl)(Cl)Cl.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C(#N)C.O>[O:25]1[CH2:28][CH2:27][N:26]=[C:23]1[C:21]1[O:22][C:16]2[CH2:15][N:14]([C:12](=[O:13])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[CH2:19][CH2:18][C:17]=2[CH:20]=1
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8

반응물 5

HCID 700EthanolamineHCID 5943Carbon TetrachlorideHCID 8471TriethylamineHCID 11776TriphenylphosphineHCID 19599954HCID 19599954, 화합물

생성물 1

HCID 19600009HCID 19600009, 화합물

시약·촉매·용매 2

HCID 962
Water
용매
HCID 6342Acetonitrile용매

실험 절차

To a solution of 0.884 g (2.590 mmol) of 6-(6-phenylhexanoyl)-4,5,6,7-tetrahydrofuro[2,3-c]pyridine-2-carboxylic acid, 0.16 g (2.59 mmol) of 2-aminoethanol, 1.08 ml (7.77 mmol) of triethylamine and 2.50 ml (25.9 mmol) of carbon tetrachloride in 50 ml of acetonitrile, 2.04 g (7.77 mmol) of triphenylphosphine was added under ice-cooling, followed by stirring at room temperature for 4 hours. The reaction mixture was poured into water and extracted with ethyl acetate 3 times. The combined organic layer was dried over anhydrous magnesium sulfate; the solvent was distilled off under reduced pressure. The resulting crude product was purified by silica gel flush column chromatography (ethyl acetate to ethyl acetate/methanol=20/1) to yield the desired product.

후처리

  1. temperaturecooling
  2. extractionextracted with ethyl acetate 3 times
  3. dry with materialThe combined organic layer was dried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe resulting crude product was purified by silica gel
  6. customflush column chromatography (ethyl acetate to ethyl acetate/methanol=20/1)

출처 및 근거

ORD 기록
ord-daa68a339bbb495d8a1f11eb25a0cf09
출처 데이터셋
uspto-grants-1999_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05998433

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