Thioxanthone → 9H-thioxanthen-9-ol

HRID 393259

반응식

HRID 393259 반응식
[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

참가 물질

4

반응물 2

HCID 10295ThioxanthoneHCID 4311764Sodium borohydride

생성물 1

HCID 51541709H-thioxanthen-9-ol수율 93%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5a0f4c1e54344c8ca6ce20442184321b
출처 데이터셋
uspto-grants-2004_10
특허 번호
US06806283B2

연결된 노트

불러오는 중…