Ammonia → HCID 72238032, 화합물

HRID 2370300노트

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HRID 2370300 반응식
[CH2:1]1[O:14][C:4]2([CH2:11][CH2:10][CH:9]3[CH2:12][CH:5]2[CH2:6][CH2:7][C:8]3=O)[O:3][CH2:2]1.[BH4-].[Na+].[NH3:17]>C(O)C.CC(C)[O-].[Ti+4].CC(C)[O-].CC(C)[O-].CC(C)[O-]>[CH2:1]1[O:14][C:4]2([CH2:11][CH2:10][CH:9]3[CH2:12][CH:5]2[CH2:6][CH2:7][CH:8]3[NH2:17])[O:3][CH2:2]1

참가 물질

6

반응물 3

HCID 222Ammonia3회HCID 567350HCID 567350, 화합물HCID 4311764Sodium borohydride

생성물 1

HCID 72238032HCID 72238032, 화합물

시약·촉매·용매 2

HCID 11026Titanium isopropoxide촉매HCID 702Ethanol용매2회

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온도
60 °C

실험 절차

4.2 g of bicyclo[3.3.1]nonan-2,6-dione-monoethylene ketal (97) were dissolved in 54 mL of 2M ammonia in ethanol and 12.6 mL of titanium(IV) isopropoxide were added. The mixture is stirred at 60° C. overnight. Heating was continued until no further conversion was observed, another 22 mL of ammonia in ethanol was added portionwise over the course of the reaction. The mixture was cooled to room temperature and 1.21 g of sodium borohydride were added portionwise. The mixture was stirred for 2 h and then poured into 100 mL of 2M aqueous ammonia. The formed precipitate was filtered over celite and washed with ethyl acetate. The aqueous layer was extracted with ethyl acetate, the combined organic layer was dried over sodium sulfate and evaporated to dryness. The crude product was taken up in water and lyophilized to give 1.97 g of the desired product. Rt=0.52 min (Method C). Detected mass: 198.3 (M+H+).

후처리

  1. temperatureHeating
  2. temperatureThe mixture was cooled to room temperature
  3. stirringThe mixture was stirred for 2 h
  4. filtrationThe formed precipitate was filtered over celite
  5. washwashed with ethyl acetate
  6. extractionThe aqueous layer was extracted with ethyl acetate
  7. dry with materialthe combined organic layer was dried over sodium sulfate
  8. customevaporated to dryness

출처 및 근거

ORD 기록
ord-bf3a78b939be4fdfb48b866e1d4eb9bd
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08710077B2

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