Water → HCID 20491803, 화합물

HRID 434707노트

반응식

HRID 434707 반응식
[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]

참가 물질

7

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 14798Sodium Hydroxide3회HCID 10536971HCID 10536971, 화합물

생성물 1

HCID 20491803HCID 20491803, 화합물

시약·촉매·용매 2

HCID 66133Benzyl triethylammonium chloride촉매2회HCID 6212Chloroform용매

실험 절차

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°.

후처리

  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

출처 및 근거

ORD 기록
ord-8edfb5ecc51c4331aed9aa5532f03a31
출처 데이터셋
uspto-grants-1983_08
특허 번호
US04399141

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