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Chloroacetyl chloride → HCID 86623719、化合物

HRID 249854
ノート
印刷プレビュー

反応式

HRID 249854 の反応式
Cl[CH2:2][C:3]([Cl:5])=[O:4].[CH2:6]([NH:13][C@H:14]([CH3:17])[CH2:15][OH:16])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH2:6]([NH:13][C@H:14]([CH3:17])[CH2:15][O:16][CH2:2][C:3]([Cl:5])=[O:4])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 7353896(2R)-2-(benzylamino)propan-1-ol

生成物 1

HCID 86623719HCID 86623719、化合物

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

Chloroacetyl chloride (11.6 mL, 120 mmol) was added dropwise at 0° C. to a solution of (R)-2-(benzylamino)propan-1-ol (19.9 g, 120 mmol) and triethylamine (30.5 mL) in toluene (600 mL). The cooling bath was removed and the reaction mixture was stirred at room temperature for 18 h. The reaction was concentrated under reduced pressure and the recovered solids dissolved in EtOAc (500 mL) and then washed with saturated bicarbonate (2×250 mL), H2O (250 mL) and saturated brine (250 mL). The organic phase was then dried (Na2SO4), filtered and concentrated to afford (R)-2-(2-(benzylamino)propoxy)acetyl chloride: MS consistent.

後処理

  1. customThe cooling bath was removed
  2. concentrationThe reaction was concentrated under reduced pressure
  3. dissolutionthe recovered solids dissolved in EtOAc (500 mL)
  4. washwashed with saturated bicarbonate (2×250 mL), H2O (250 mL) and saturated brine (250 mL)
  5. dry with materialThe organic phase was then dried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-3cd8fafccf3a42d8990799337093fa76
出典データセット
uspto-grants-2011_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07863271B2

反応ノート

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