Borane → (3-Bromophenanthren-9-YL)methanol

HRID 1614312노트

반응식

HRID 1614312 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:6]=[C:7]([C:16](O)=[O:17])[C:8]3[C:13]([C:14]=2[CH:15]=1)=[CH:12][CH:11]=[CH:10][CH:9]=3.B>C1COCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:6]=[C:7]([CH2:16][OH:17])[C:8]3[C:13]([C:14]=2[CH:15]=1)=[CH:12][CH:11]=[CH:10][CH:9]=3

참가 물질

4

반응물 2

HCID 6331BoraneHCID 126158193-Bromophenanthrene-9-carboxylic acid

생성물 1

HCID 15159129(3-Bromophenanthren-9-YL)methanol수율 100%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 3-bromo-phenanthrene-9-carboxylic acid (6.27 g, 20.8 mmol) in 100 ml of THF was cooled to 0° C. and a solution of borane in THF (1.0M, 25 ml, 25 mmol) was added dropwise. The cooling bath was removed, and the solution was stirred at room temperature for 19 hours and was then quenched by the cautious addition of methanol (25 ml). The solution was evaporated to dryness in vacuo and the residue was dissolved in methanol- CH2Cl2 (1:1) and again evaporated. After one repetition of this dissolution-evaporation process, 5.96 g (100%) of the title compound was obtained as a brown solid which was used in the next reaction without purification.

후처리

  1. customThe cooling bath was removed
  2. customwas then quenched by the cautious addition of methanol (25 ml)
  3. customThe solution was evaporated to dryness in vacuo
  4. dissolutionthe residue was dissolved in methanol- CH2Cl2 (1:1)
  5. customagain evaporated

출처 및 근거

ORD 기록
ord-6a2b6ecb514f406798dcd3954c2ff0c4
출처 데이터셋
uspto-grants-1993_03
특허 번호
US05196529

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