Methanol → HCID 19782189, 화합물

HRID 1612973노트

반응식

HRID 1612973 반응식
C[O:2][C:3]1[C:4]2[C:9]([C:10]3[CH:11]=[CH:12][CH2:13][C:14](=O)[C:15]=3[CH:16]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2.B(Br)(Br)Br.C[OH:23]>C(Cl)Cl>[OH:2][C:3]1[CH:16]=[C:15]2[C:10]([CH2:11][CH2:12][CH2:13][CH2:14]2)=[C:9]2[C:4]=1[CH2:5][CH2:6][CH2:7][C:8]2=[O:23]

참가 물질

5

반응물 3

HCID 887MethanolHCID 25134Boron tribromideHCID 67835205HCID 67835205, 화합물

생성물 1

HCID 19782189HCID 19782189, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
-78 °C

실험 절차

47.4 g (0.22 mol) of the 9-methoxy-phenanthrenone from Example 3 are dissolved in 605 ml of absolute methylene chloride and 440 ml of a 1 molar solution of boron tribromide in methylene chloride are added dropwise at -78° C. The mixture is stirred at -78° C. for 0.5 h, then at +20° C. for 3 h, cooled again to -78° C. and 620 ml of methanol is slowly added. The mixture is allowed to come to 20° C. and is evaporated. The residue is partitioned between 200 ml of CH2Cl2 and 200 ml of 1N NaOH solution, and the NaOH phase is separated and acidified to pH 1 using concentrated HCl solution with ice cooling. The precipitate is filtered off and dried in a high vacuum.

후처리

  1. waitat +20° C. for 3 h
  2. temperaturecooled again to -78° C.
  3. customto come to 20° C.
  4. customis evaporated
  5. customThe residue is partitioned between 200 ml of CH2Cl2 and 200 ml of 1N NaOH solution
  6. customthe NaOH phase is separated
  7. filtrationThe precipitate is filtered off
  8. customdried in a high vacuum

출처 및 근거

ORD 기록
ord-ba37c2d1ef3241cb863baf212cbc454d
출처 데이터셋
uspto-grants-1993_03
특허 번호
US05191092

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