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Sodium borohydride → Tert-butyl 2-fluoro-cyclopropane-1-carboxylate

HRID 130614
ノート
印刷プレビュー

反応式

HRID 130614 の反応式
[BH4-].[Na+].Cl[C:4]1([F:14])[CH2:6][CH:5]1[C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8]>CN(C)C(=O)C.[Co](Cl)Cl>[F:14][CH:4]1[CH2:6][CH:5]1[C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8]
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 2

HCID 4311764Sodium borohydrideHCID 23158973Tert-butyl 2-chloro-2-fluoro-cyclopropane-1-carboxylate

生成物 1

HCID 11819326Tert-butyl 2-fluoro-cyclopropane-1-carboxylate収率 84%

試薬・触媒・溶媒 2

HCID 24288Cobalt(II) chloride触媒HCID 31374Dimethylacetamide溶媒2 回

実験手順

Sodium borohydride (243 mg, 6.43 mmol) was added to and dissolved in N,N-dimethylacetamide (1.5 mL) at room temperature, followed by addition of an N,N-dimethylacetamide solution (1.0 mL) of tert-butyl 2-chloro-2-fluoro-cyclopropane-1-carboxylate (cis/trans=57/43) (hereinafter the compound will be referred to as “compound (1d)”) (500 mg, 2.57 mmol). Cobalt chloride (33.4 mg, 1.54 mmol) was added to the resultant solution. After completion of addition, the resultant mixture was stirred at 50° C. for 14 hours. After completion of reaction, the whole reaction mixture was diluted with an HPLC mobile phase to 50 mL, to thereby yield a solution containing 344.6 mg (yield: 84%) of the title compound. Yield was determined by means of high performance liquid chromatography (HPLC) (the same shall apply hereinafter).

後処理

  1. additionAfter completion of addition
  2. customAfter completion of reaction
  3. customthe whole reaction mixture
  4. additionwas diluted with an HPLC mobile phase to 50 mL
  5. customto thereby yield a solution

出典と根拠

ORDレコード
ord-8e19d848413f495c849d3bf9a1b17137
出典データセット
uspto-grants-2008_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07381833B2

反応ノート

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