Ethanol → HCID 67996287, 화합물

HRID 1907804노트

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HRID 1907804 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([B:8]2[O:12][C:11]([CH3:14])([CH3:13])[C:10]([CH3:16])([CH3:15])[O:9]2)=[CH:4][C:3]=1[NH:17][C:18]([C:20]1[S:24][C:23]2[CH2:25][C:26]([CH3:30])([CH3:29])[C:27](=[O:28])[C:22]=2[CH:21]=1)=[O:19].C(O)C.[BH4-].[Na+]>C(O)(=O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([B:8]2[O:12][C:11]([CH3:14])([CH3:13])[C:10]([CH3:15])([CH3:16])[O:9]2)=[CH:4][C:3]=1[NH:17][C:18]([C:20]1[S:24][C:23]2[CH2:25][C:26]([CH3:30])([CH3:29])[CH:27]([OH:28])[C:22]=2[CH:21]=1)=[O:19]

참가 물질

5

반응물 3

HCID 702EthanolHCID 4311764Sodium borohydrideHCID 67427596HCID 67427596, 화합물

생성물 1

HCID 67996287HCID 67996287, 화합물

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A 100-mL single-neck round-bottomed flask equipped with a magnetic stirrer was charged with 27 (800 mg, 1.86 mmol) and ethanol (5.0 mL). Sodium borohydride (69 mg, 11.82 mmol) was added in one portion. The mixture was stirred at room temperature for 1 h and then neutralized with acetic acid to pH 7. The reaction was concentrated under reduced pressure and triturated with ethyl acetate (10 mL) to give a quantitative yield of 28 as a white semi-solid: 1H NMR (500 MHz, CDCl3) δ 8.75 (d, 1H, J=8.5 Hz), 7.78 (s, 1H). 7.53 (m, 2H), 7.10 (m, 1H), 4.58 (s, 1H), 2.88 (d, 1H, J=16.0 Hz), 2.69 (d, 1H, J=16.0 Hz), 1.32 (s, 12H), 1.20 (d, 611, J=6.5 Hz); MS (APCI+) m/z 431.4 (M+H).

후처리

  1. customA 100-mL single-neck round-bottomed flask equipped with a magnetic stirrer
  2. concentrationThe reaction was concentrated under reduced pressure
  3. customtriturated with ethyl acetate (10 mL)

출처 및 근거

ORD 기록
ord-e5750cdab7e34561819420f17a600d12
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08598174B2

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