Water → HCID 14696446、化合物

HRID 1199315ノート

反応式

HRID 1199315 の反応式
[C:1]([O:9][C@H:10]1[CH2:34][CH2:33][C@@:32]2([CH3:35])[C@@H:12]([CH2:13][CH:14]=[C:15]3[C@@H:31]2[CH2:30][CH2:29][C@@:28]2([CH3:36])[C:16]3=[CH:17][CH2:18][C@@H:19]2[C@H:20]([CH3:27])[CH2:21][CH2:22][CH2:23][CH:24]([CH3:26])[CH3:25])[CH2:11]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)(O)[O-:38].[Na+].ClC1C=CC=C(C(OO)=O)C=1.O>COC(C)(C)C>[C:1]([O:9][C@H:10]1[CH2:34][CH2:33][C@@:32]2([CH3:35])[C@@H:12]([CH2:13][CH:14]=[C:15]3[C@@H:31]2[CH2:30][CH2:29][C@@:28]2([CH3:36])[C@@:16]43[O:38][C@H:17]4[CH2:18][C@@H:19]2[C@H:20]([CH3:27])[CH2:21][CH2:22][CH2:23][CH:24]([CH3:26])[CH3:25])[CH2:11]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 962WaterHCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 14035699HCID 14035699、化合物

生成物 1

HCID 14696446HCID 14696446、化合物

試薬・触媒・溶媒 1

HCID 15413tert-Butyl methyl ether溶媒2 回

反応条件

温度
0 °C

実験手順

A 24.55 kg amount of (3β,5α)-cholesta-7,14-dien-3-ol benzoate (2) (prepared in the manner described in Example 1) and 6.41 g of sodium bicarbonate were suspended under nitrogen with good agitation in 240 liters of t-butyl methyl ether in a 200-gallon reactor and chilled to 0° C. A solution of 13.0 kg of m-chloroperbenzoic acid in 100 liters of t-butyl methyl ether at about 20° C. was added to the steroid-bicarbonate suspension over a 10 minute period. A mild exothermic reaction which raised the reaction mixture temperature to 10° C. was noted. The mixture was stirred for 2 hours then 150 liters of water were added. The mixture was stirred an additional hour and agitation was halted to allow separation of the phases. The lower aqueous layer was drained off and the remaining organic phase was treated with 50 liters of water, agitated vigorously, and then the aqueous portion was drained off. The product was filtered at about 10° C., washed with three 10 liter portions of methanol and air-dried to yield 19.1 k9 of (3) batch-A.

後処理

  1. customA mild exothermic reaction which
  2. temperatureraised the reaction mixture temperature to 10° C.
  3. stirringThe mixture was stirred an additional hour
  4. customseparation of the phases
  5. additionthe remaining organic phase was treated with 50 liters of water
  6. stirringagitated vigorously
  7. filtrationThe product was filtered at about 10° C.
  8. washwashed with three 10 liter portions of methanol
  9. customair-dried

出典と根拠

ORDレコード
ord-60083510065443d784a2ffa5585d7b6a
出典データセット
uspto-grants-1990_02
特許番号
US04900477

反応ノート

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