Hydrochloric Acid → 2,20-Dichloro-6,7,9,10,12,13,15,16-octahydro-22H-dibenzo[n,q][1,4,7,10,13]-pentaoxacyclo-octadecin

HRID 2049105

反応式

HRID 2049105 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[CH2:9][C:10]1[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:11]=1[OH:17].Cl[CH2:19][CH2:20][O:21][CH2:22][CH2:23][O:24][CH2:25][CH2:26][O:27][CH2:28][CH2:29]Cl.[OH-].[Na+].Cl>CCCCO>[Cl:16][C:14]1[CH:13]=[CH:12][C:11]2[O:17][CH2:29][CH2:28][O:27][CH2:26][CH2:25][O:24][CH2:23][CH2:22][O:21][CH2:20][CH2:19][O:1][C:2]3[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=3[CH2:9][C:10]=2[CH:15]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 3037DichlorophenHCID 14798Sodium HydroxideHCID 611871,1'-Oxybis[2-(2-chloroethoxy)ethane]

生成物 1

HCID 203457582,20-Dichloro-6,7,9,10,12,13,15,16-octahydro-22H-dibenzo[n,q][1,4,7,10,13]-pentaoxacyclo-octadecin収率 23.1%

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

実験手順

10 g (0.037 mole) bis(2-hydroxy-5-chlorophenyl)-methane and 8.6 g (0.037 mole) 1,11-dichloro-3,6,9-trioxaundecane are dissolved in 100 ml n-BuOH. To this is added 6.5 g 50% aqueous sodium hydroxide. The resulting solution is heated to reflux for 15 hours, acidified with ethereal HCl, and solvent stripped in vacuo. The resulting gum is chromatographed on Neutral Alumina IV, eluting with ether/ethyl acetate. Appropriate fractions are collected, combined and recrystallized from methanol to yield 3.65 g white crystalline solid; m.p. 143.5°-144°. Yield: 23%.

後処理

  1. temperatureThe resulting solution is heated
  2. temperatureto reflux for 15 hours
  3. customThe resulting gum is chromatographed on Neutral Alumina IV
  4. washeluting with ether/ethyl acetate
  5. customAppropriate fractions are collected
  6. customrecrystallized from methanol

出典と根拠

ORDレコード
ord-fcb16beadb9d4d88b428fe0f5ef73338
出典データセット
uspto-grants-1980_04
特許番号
US04196250

関連ノート

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