Ethanol → HCID 67996287、化合物

HRID 1907804ノート

反応式

HRID 1907804 の反応式
[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]

参加物

5

反応物 3

HCID 702EthanolHCID 4311764Sodium borohydrideHCID 67427596HCID 67427596、化合物

生成物 1

HCID 67996287HCID 67996287、化合物

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-e5750cdab7e34561819420f17a600d12
出典データセット
uspto-grants-2013_12
特許番号
US08598174B2

反応ノート

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