Tetrahydrofuran → 1-(2-propynyl)-2-trifluoromethyl-(1H)-indol-3-yl methanol

HRID 231838

反応式

HRID 231838 の反応式
[CH2:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([CH:13]=[O:14])=[C:5]1[C:15]([F:18])([F:17])[F:16])[C:2]#[CH:3].O1CCCC1.[BH4-].[K+]>O>[CH2:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([CH2:13][OH:14])=[C:5]1[C:15]([F:18])([F:16])[F:17])[C:2]#[CH:3]

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 4192641Potassium borohydrideHCID 200321241-(2-propynyl)-2-trifluoromethyl-3-formyl-(1H)-indol

生成物 1

HCID 223920981-(2-propynyl)-2-trifluoromethyl-(1H)-indol-3-yl methanol収率 100.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

5.54 g of 1-(2-propynyl)-2-trifluoromethyl-3-formyl-(1H)-indol, 120 ml of tetrahydrofuran and 20 ml of water were mixed together at +5° and 2 g of potassium borohydride were added in small fractions. The mixture was concentrated to a small volume by distillation under reduced pressure and ethyl ether was added. The organic phase was washed with salted water and concentrated to dryness by distillation under reduced pressure to obtain 5.6 g of 1-(2-propynyl)-2-trifluoromethyl-(1H)-indol-3-yl methanol melting at 90° C.

後処理

  1. concentrationThe mixture was concentrated to a small volume by distillation under reduced pressure and ethyl ether
  2. additionwas added
  3. washThe organic phase was washed with salted water
  4. concentrationconcentrated to dryness by distillation under reduced pressure

出典と根拠

ORDレコード
ord-656990a9fdd24678bf66af77d0e0c965
出典データセット
uspto-grants-1989_07
特許番号
US04849443

関連ノート

読み込み中…