Hydrochloric Acid → HCID 15136264、化合物

HRID 981271ノート

反応式

HRID 981271 の反応式
[C:1]([CH:4]1[CH2:6][CH:5]1[C:7]1[C:17]([F:18])=[CH:16][C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:9]([F:19])[C:8]=1[F:20])(O)=[O:2].B.C(OCC)(=O)C.Cl>O1CCCC1.O>[OH:2][CH2:1][CH:4]1[CH2:6][CH:5]1[C:7]1[C:17]([F:18])=[CH:16][C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:9]([F:19])[C:8]=1[F:20]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 6331BoraneHCID 8857Ethyl AcetateHCID 15136262Ethyl 4-(2-carboxycyclopropyl)-2,3,5-trifluorobenzoate

生成物 1

HCID 15136264HCID 15136264、化合物収率 77.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

In 60 ml of anhydrous tetrahydrofuran was dissolved 6.00 g of ethyl 4-(2-carboxycyclopropyl)-2,3,5-trifluorobenzoate. To the resulting solution was added 42 ml of a 1M solution of borane in tetrahydrofuran with ice-cooling. The resulting mixture was stirred for 1.5 hours at room temperature. The reaction mixture was added to a mixture of 100 ml of ethyl acetate and 100 ml of water. The resulting mixture was adjusted to pH 1 with 2N hydrochloric acid. The organic layer was separated, washed with water and a saturated aqueous sodium chloride solution in this order, and dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure. The residue obtained was purified by a column chromatography (eluant: toluene/ethyl acetate=4/1) to obtain 4.40 g (yield: 77.1%) of ethyl 4-(2-hydroxymethylcyclopropyl)-2,3,5-trifluorobenzoate.

後処理

  1. temperaturecooling
  2. customThe organic layer was separated
  3. washwashed with water
  4. dry with materiala saturated aqueous sodium chloride solution in this order, and dried over anhydrous magnesium sulfate
  5. customThe solvent was removed by distillation under reduced pressure
  6. customThe residue obtained
  7. customwas purified by a column chromatography (eluant: toluene/ethyl acetate=4/1)

出典と根拠

ORDレコード
ord-8c06ac7f829a46d1ba2058676628b65c
出典データセット
uspto-grants-1991_02
特許番号
US04990508

反応ノート

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