Water → HCID 20491803、化合物

HRID 434707ノート

反応式

HRID 434707 の反応式
[NH2:1][CH:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[C:6](=[CH2:13])[C:5]2[CH:14]=[CH:15][CH:16]=[CH:17][C:4]=2[CH2:3]1.[OH-].[Na+].O.[C:21](=O)([O-])[O-].[K+].[K+]>C(Cl)(Cl)Cl.[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1>[N+:1]([CH:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[C:6](=[CH2:13])[C:5]2[CH:14]=[CH:15][CH:16]=[CH:17][C:4]=2[CH2:3]1)#[C-:21]

参加物

7

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 14798Sodium Hydroxide3 回HCID 10536971HCID 10536971、化合物

生成物 1

HCID 20491803HCID 20491803、化合物

試薬・触媒・溶媒 2

HCID 66133Benzyl triethylammonium chloride触媒2 回HCID 6212Chloroform溶媒

実験手順

To a solution of 10-amino-5-methylene-10,11-dihydro-5H-dibenzo[a,d]cycloheptene (8.1 g, 36.6 mmole) in chloroform (180 ml) was added sodium hydroxide pellets (4.42 g, 0.11 mole) benzyltriethylammonium chloride (0.42 g, 1.8 mmole) and water (0.5 ml). The mixture was stirred under nitrogen until the sodium hydroxide pellets dissolved (ca 4 hours), treated with anhydrous potassium carbonate, filtered, and evaporated to dryness in vacuo. The resulting oil was dissolved in chloroform (180 ml), treated with another 1.5 g (37.5 mmole) of sodium hydroxide and 0.2 g (0.86 mmole) of benzyltriethylammonium chloride, and stirred overnight under nitrogen. The mixture was again dried over potassium carbonate, filtered, and evaporated to dryness in vacuo. The resulting oil was chromatographed on 120 g of silica gel, and eluted with methylene chloride. The combined product fractions were evaporated to dryness in vacuo and the resulting solid was recrystallized from ether to give 4 g of solid, m.p. 96°-98°.

後処理

  1. dissolutionpellets dissolved (ca 4 hours)
  2. filtrationfiltered
  3. customevaporated to dryness in vacuo
  4. dissolutionThe resulting oil was dissolved in chloroform (180 ml)
  5. dry with materialThe mixture was again dried over potassium carbonate
  6. filtrationfiltered
  7. customevaporated to dryness in vacuo
  8. customThe resulting oil was chromatographed on 120 g of silica gel
  9. washeluted with methylene chloride
  10. customThe combined product fractions were evaporated to dryness in vacuo
  11. customthe resulting solid was recrystallized from ether

出典と根拠

ORDレコード
ord-8edfb5ecc51c4331aed9aa5532f03a31
出典データセット
uspto-grants-1983_08
特許番号
US04399141

反応ノート

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