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Tert-Butylamine → 1-Fluoro-2-methoxy-1-cyclopentanecarboxylic acid tertiary butylamide

HRID 257334
ノート
印刷プレビュー

反応式

HRID 257334 の反応式
[F:1][C:2]1([C:9]([OH:11])=O)[CH2:6][CH2:5][CH2:4][CH:3]1[O:7][CH3:8].C(N(CC)CC)C.C(Cl)(=O)OCC.[C:25]([NH2:29])([CH3:28])([CH3:27])[CH3:26]>O1CCCC1.O>[C:25]([NH:29][C:9]([C:2]1([F:1])[CH2:6][CH2:5][CH2:4][CH:3]1[O:7][CH3:8])=[O:11])([CH3:28])([CH3:27])[CH3:26]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 6385Tert-ButylamineHCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 197831041-Fluoro-2-methoxy-1-cyclopentanecarboxylic acid

生成物 1

HCID 867473651-Fluoro-2-methoxy-1-cyclopentanecarboxylic acid tertiary butylamide収率 55%

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

0.4 g (2.7 mmol) of 1-fluoro-2-methoxy-1-cyclopentanecarboxylic acid in cis form (compound number 12a) disclosed in Example 12 and 0.27 g (2.7 mmol) of triethylamine were dissolved in 10 ml of tetrahydrofuran, and the solution was cooled to 0° C. 0.29 g (2.7 mmol) of ethyl chlorocarbonate was added dropwise, the mixture was stirred at 0° C. for 1 hour, 0.24 g (3.2 mmol) of tertiary butylamine was add, and the mixture was further stirred at room temperature for 1 hour. The reaction mixture was poured into water and extracted with ether, and the extract was washed with saturated saline. The ether layer was dried over anhydrous magnesium sulfate, and the solvent was distilled away to obtain 0.3 g (yield: 55%) of the objective 1-fluoro-2-methoxy-1-cyclopentanecarboxylic acid tertiary butylamide in cis form (compound number 29a).

後処理

  1. stirringthe mixture was further stirred at room temperature for 1 hour
  2. extractionextracted with ether
  3. washthe extract was washed with saturated saline
  4. dry with materialThe ether layer was dried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled away

出典と根拠

ORDレコード
ord-a2b8a946512e41d99209bb539af690a5
出典データセット
uspto-grants-1993_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05262385

反応ノート

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