Ammonia → HCID 72238032、化合物

HRID 2370300ノート

反応式

HRID 2370300 の反応式
[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

参加物

6

反応物 3

HCID 222Ammonia3 回HCID 567350HCID 567350、化合物HCID 4311764Sodium borohydride

生成物 1

HCID 72238032HCID 72238032、化合物

試薬・触媒・溶媒 2

HCID 11026Titanium isopropoxide触媒HCID 702Ethanol溶媒2 回

反応条件

温度
60 °C

実験手順

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+).

後処理

  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

出典と根拠

ORDレコード
ord-bf3a78b939be4fdfb48b866e1d4eb9bd
出典データセット
uspto-grants-2014_04
特許番号
US08710077B2

反応ノート

読み込み中…