2,2,2-Trifluoroethanol → HCID 19381016、化合物

HRID 258319ノート

反応式

HRID 258319 の反応式
[H-].[Na+].[F:3][C:4]([F:8])([F:7])[CH2:5][OH:6].Br[CH2:10][C:11]([O:13][CH3:14])=[O:12]>O1CCCC1>[F:3][C:4]([F:8])([F:7])[CH2:5][O:6][CH2:10][C:11]([O:13][CH3:14])=[O:12]

参加物

5

反応物 3

HCID 64092,2,2-TrifluoroethanolHCID 24758Sodium hydrideHCID 60984Methyl bromoacetate

生成物 1

HCID 19381016HCID 19381016、化合物収率 73.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a mixture of sodium hydride (1.648 g, 68.66 mmol) in tetrahydrofuran (220 mL) at 0° C. was added 2,2,2-trifluoroethanol (5.0 mL, 68.66 mmol). After 5 minutes, the reaction was allowed to warm to room temperature and methyl 2-bromoacetate (6.2 mL, 65.39 mmol) was added. After stirring for 72 hours, the mixture was filtered through diatomaceous earth with ether washes. The filtrate was concentrated and distilled to afford the title compound as a colorless oil (8.26 g, 73%), bp 155°-60° C., MS(CI): 173(M+H); H-NMR (300 MHz, DMSO-d6): 3.68(s, 3H), 4.16(q, J=9.2 Hz, 2H), 4.33(s, 2H).

後処理

  1. filtrationthe mixture was filtered through diatomaceous earth with ether washes
  2. concentrationThe filtrate was concentrated
  3. distillationdistilled

出典と根拠

ORDレコード
ord-1b4e6061c4db43b484a943601731d4b0
出典データセット
uspto-grants-1993_11
特許番号
US05266570

反応ノート

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