Methanol → HCID 19782189、化合物

HRID 258018ノート

反応式

HRID 258018 の反応式
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]

参加物

5

反応物 3

HCID 887MethanolHCID 25134Boron tribromideHCID 67835205HCID 67835205、化合物

生成物 1

HCID 19782189HCID 19782189、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
-78 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ab09cdd871ec47b0954cf983036e131f
出典データセット
uspto-grants-1993_11
特許番号
US05264458

反応ノート

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