Hydrochloric Acid → HCID 66771287、化合物

HRID 1045662ノート

反応式

HRID 1045662 の反応式
[BH4-].[Na+].[Cl:3][CH2:4][C:5]([NH:7][CH:8]1[C:17](=[O:18])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[O:10][CH2:9]1)=[O:6].O.Cl>CO>[Cl:3][CH2:4][C:5]([NH:7][C@H:8]1[C@H:17]([OH:18])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[O:10][CH2:9]1)=[O:6]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 4311764Sodium borohydrideHCID 57869938HCID 57869938、化合物

生成物 1

HCID 66771287HCID 66771287、化合物収率 99.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Sodium borohydride (0.9 g, 23.8 mol) was added to a solution of 2-chloro-N-(4-oxo-chroman-3-yl)-acetamide (3.5 g, 14.6 mmol) in methanol (30 ml). When the reaction was complete (checked by thin layer chromatography), excess reagent was decomposed by the addition of water and pH was adjusted to 5-6 with 3N aqueous hydrochloric acid. The solution was partitioned between water and chloroform. The organic layer was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent; 5-10% methanol in chloroform) to afford 2-chloro-N-((3RS,4RS)-trans-4-hydroxychroman-3-yl)-acetamide (3.5 g, 14.5 mmol, 99%) as white crystals.

後処理

  1. customThe solution was partitioned between water and chloroform
  2. washThe organic layer was washed with brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (eluent; 5-10% methanol in chloroform)

出典と根拠

ORDレコード
ord-69d65c9f4ef04b95adfe0e570026c7e5
出典データセット
uspto-grants-2013_10
特許番号
US08569294B2

反応ノート

読み込み中…