Triethylamine → N-(2(R)-hydroxy-1(S)-indanyl)-3-phenylpropaneamide

HRID 36335

반응식

HRID 36335 반응식
[OH:1][C@@H:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C@@H:3]1[NH2:11].C(N(CC)CC)C.[C:19](Cl)(=[O:28])[CH2:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>C(Cl)Cl>[OH:1][C@@H:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C@@H:3]1[NH:11][C:19](=[O:28])[CH2:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 64801Benzenepropanoyl chlorideHCID 9866743(1S,2R)-(-)-1-Amino-2-indanol

생성물 1

HCID 22857039N-(2(R)-hydroxy-1(S)-indanyl)-3-phenylpropaneamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

To a cold (0° C.) solution of methylene chloride (30 ml) containing 2(R)-hydroxy-1(S)-aminoindane (750 mg, 5.0 mmol) and triethylamine (606 mg, 6.0 mmol) was added a solution of hydrocinnamoyl chloride (843 mg, 5.0 mmol) in 5 ml of methylene chloride. After 2 hr the reaction was poured into a separatory funnel containing 50 ml of methylene chloride and washed with 10% citric acid solution (2×30 ml). The organic layer was dried, filtered and concentrated to afford a white solid.

후처리

  1. additionAfter 2 hr the reaction was poured into a separatory funnel
  2. washwashed with 10% citric acid solution (2×30 ml)
  3. customThe organic layer was dried
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customto afford a white solid

출처 및 근거

ORD 기록
ord-c6b393091b0d4e87a9a90ad1c747c4d7
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05413999

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