Thioxanthone → 9H-thioxanthen-9-ol

HRID 393259

反応式

HRID 393259 の反応式
[CH:1]1[C:14]2[C:13](=[O:15])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[S:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[BH4-].[Na+]>CO>[CH:11]1[C:12]2[CH:13]([OH:15])[C:14]3[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=3)[S:6][C:7]=2[CH:8]=[CH:9][CH:10]=1

参加物

4

反応物 2

HCID 10295ThioxanthoneHCID 4311764Sodium borohydride

生成物 1

HCID 51541709H-thioxanthen-9-ol収率 93%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A suspension of thioxanthen-9-one [31] (2 g, 9.42 mmol) in anhydrous CH3OH (30 mL) was stirred under N2 and NaBH4 (1.42 g, 37.68 mmol) was added slowly in portions over 15 min. After complete addition the reaction mixture was heated at reflux (3 hr.) and cooled to room temperature. Ice-water was added and the reaction mixture was extracted with CH2Cl2 (3×50 mL). The combined CH2Cl2 extracts were washed with water, brine, dried (MgSO4). The solvent was removed under reduced pressure to give a yellow solid, which was recrystallized from pet.ether to give 1.87 g (93%) of the alcohol as pale yellow needles, mp 104-105° C.

後処理

  1. additionAfter complete addition the reaction mixture
  2. temperaturewas heated
  3. temperatureat reflux (3 hr.)
  4. extractionthe reaction mixture was extracted with CH2Cl2 (3×50 mL)
  5. washThe combined CH2Cl2 extracts were washed with water, brine
  6. dry with materialdried (MgSO4)
  7. customThe solvent was removed under reduced pressure
  8. customto give a yellow solid, which
  9. customwas recrystallized from pet

出典と根拠

ORDレコード
ord-5a0f4c1e54344c8ca6ce20442184321b
出典データセット
uspto-grants-2004_10
特許番号
US06806283B2

関連ノート

読み込み中…