Water → HCID 21200954, 화합물

HRID 363051노트

반응식

HRID 363051 반응식
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]2[CH:17]=[CH:16][C:13]([C:14]#[N:15])=[CH:12][CH:11]=2)=[CH:5][CH:4]=1.B(Br)(Br)Br.O>C(Cl)Cl>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][C:10]2[CH:11]=[CH:12][C:13]([C:14]#[N:15])=[CH:16][CH:17]=2)=[CH:7][CH:8]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 25134Boron tribromideHCID 44129571HCID 44129571, 화합물

생성물 1

HCID 21200954HCID 21200954, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of 26-3 (0.391 g, 1.75 mmol) in methylene chloride (6 ml) cooled in an ice-bath in a 3-necked round bottom flask equipped with a nitrogen inlet and rubber septum was added 1.0M boron tribromide in methylene chloride (3.9 ml, 3.9 mmol) via syringe. The resulting mixture was stirred 18 h while warming to ambient temperature. Water (7 ml) was added and the mixture was extracted with ether (35 ml). The organic fraction was washed with brine (10 ml), dried (sodium sulfate), and the solvent was evaporated under reduced pressure. The residue was purified by flash column chromatography on silica gel, eluting with ethyl acetate/hexane (1:5 increasing to 1:3), to give product 26-4 as a white solid, mp: 163°-164° C.

후처리

  1. customequipped with a nitrogen inlet
  2. extractionthe mixture was extracted with ether (35 ml)
  3. washThe organic fraction was washed with brine (10 ml)
  4. dry with materialdried (sodium sulfate)
  5. customthe solvent was evaporated under reduced pressure
  6. customThe residue was purified by flash column chromatography on silica gel
  7. washeluting with ethyl acetate/hexane (1:5 increasing to 1:3)

출처 및 근거

ORD 기록
ord-0942628a91f448e199247feee0023e0b
출처 데이터셋
uspto-grants-1999_02
특허 번호
US05872138

반응 노트

불러오는 중…