Acetyl chloride → HCID 21947396、化合物

HRID 2214642ノート

反応式

HRID 2214642 の反応式
Cl.[F:2][C:3]1[CH:18]=[CH:17][C:6]([CH2:7][NH:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)=[CH:5][CH:4]=1.[OH-].[Na+].[C:21](Cl)([CH3:23])=[O:22]>C(Cl)Cl>[F:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][N:8]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)[C:21](=[O:22])[CH3:23])=[CH:17][CH:18]=1

参加物

5

反応物 3

HCID 6367Acetyl chlorideHCID 14798Sodium HydroxideHCID 21947523HCID 21947523、化合物

生成物 1

HCID 21947396HCID 21947396、化合物収率 55%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Bis-(4-fluoro-benzyl)-amine hydrochloride (43 grams, 0.16 mole) was suspended in 200 mL of CH2Cl2. To this was added 730 mL of 1N NaOH. The reaction mixture was stirred vigorously while AcCl (20 mL, 0.28 mole) was slowly added. The reaction was stirred for 0.5 h, then the organic layer separated, washed with 1N HCl, dried over Na2SO4, filtered and the solvent removed under vacuum to yield 24 grams (55% yield) of N,N-bis-(4-fluoro-benzyl)-acetamide as an oil. MS (M+H) calcd for C16H16F2NO: 276.1. found: 276.0. Anal. calcd for C16H15F2NO: C, 69.80; H, 5.49; N, 5.08. found: C, 69.53; H, 5.41; N, 5.06. 1H NMR (500 MHz, DMSO) δ: 2.10 (s, 3), 4.45 (s, 2), 4.50 (s, 2), 7.11–7.27 (overlapping m, 8). 13C NMR (125 MHz, DMSO) δ: 21.34, 50.04, 54.80, 114.90, 115.07, 115.27, 115.45, 128.51, 128.58, 129.57, 129.64, 133.32, 133.34, 133.86, 133.89, 160.25, 160.33, 162.27, 170.22.

後処理

  1. additionwas slowly added
  2. customthe organic layer separated
  3. washwashed with 1N HCl
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. customthe solvent removed under vacuum

出典と根拠

ORDレコード
ord-5bcc1c4bd1664318859396c3c008cbb0
出典データセット
uspto-grants-2006_09
特許番号
US07109186B2

反応ノート

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