Hydrochloric Acid → HCID 67524108、化合物

HRID 2241073ノート

反応式

HRID 2241073 の反応式
[Br:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6]P(=O)(OCC)OCC)=[CH:4][CH:3]=1.[CH3:17][C:18]([O-])([CH3:20])[CH3:19].[Na+].[CH2:23]([C:27]1([O:51][CH3:52])[C:40]([CH2:43][CH2:44][CH2:45][CH3:46])(OC)[C:39]2[CH:38]=[C:37]([CH:47]=O)[CH:36]=[CH:35][C:34]=2[C:33]2[C:28]1=[CH:29]C(C=O)=C[CH:32]=2)[CH2:24][CH2:25][CH3:26].Cl.CN([CH:57]=[O:58])C>>[Br:1][C:2]1[CH:16]=[CH:19][C:18]([CH:20]=[CH:47][C:37]2[CH:36]=[CH:35][C:34]3[C:33]4[C:28](=[CH:29][C:5]([CH:6]=[CH:6][C:5]5[CH:4]=[CH:3][C:2]([Br:1])=[CH:16][CH:15]=5)=[CH:4][CH:32]=4)[C:27]([CH2:23][CH2:24][CH2:25][CH3:26])([O:51][CH3:52])[C:40]([CH2:43][CH2:44][CH2:45][CH3:46])([O:58][CH3:57])[C:39]=3[CH:38]=2)=[CH:17][CH:3]=1

参加物

6

反応物 5

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 11077666Diethyl (4-Bromobenzyl)phosphonateHCID 23676156Sodium t-butoxideHCID 86611403HCID 86611403、化合物

生成物 1

HCID 67524108HCID 67524108、化合物収率 87%

反応条件

温度
5 °C

実験手順

22.9 g (74.7 mmol) of diethyl 4-bromobenzylphosphonate were dissolved in 200 ml of DMF and admixed with 14.4 g (149 mmol) of NaOtBu at about 5° C. under protective gas. After stirring at 5° C. for 30 minutes, 13.9 g (34 mmol) of 9,10-dibutyl-9,10-dimethoxy-9,10-dihydrophenanthrene-2,7-dicarbaldehyde were added at a maximum temperature of 5° C. over a period of 15 minutes and the mixture was subsequently stirred at 5° C. for 1 hour. To work up the mixture, 50 ml of 4M HCl were added dropwise, the precipitate formed was filtered off with suction, washed with water and MeOH and dried. The solid was subsequently recrystallized three times from EtOH/toluene to give 21.1 g (87%) of the monomer having a purity determined by RP-HPLC of 99.8%.

後処理

  1. stirringthe mixture was subsequently stirred at 5° C. for 1 hour
  2. additionwere added dropwise
  3. customthe precipitate formed
  4. filtrationwas filtered off with suction
  5. washwashed with water and MeOH
  6. customdried
  7. customThe solid was subsequently recrystallized three times from EtOH/toluene

出典と根拠

ORDレコード
ord-d0e3f350795045379b158d3b9c7226ba
出典データセット
uspto-grants-2010_05
特許番号
US07723455B2

反応ノート

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