Benzene → 24-Hydroxyvitamin D2

HRID 1244209ノート

反応式

HRID 1244209 の反応式
[CH3:1][CH:2]([C@:4]([OH:30])(/[CH:6]=[CH:7]/[C@H:8]([C@@H:10]1[C@:27]2([CH3:28])[C@H:13]([C:14]3[C@H:24]([CH2:25][CH2:26]2)[C@:22]2([CH3:23])[C:17]([CH2:18][C@@H:19]([OH:29])[CH2:20][CH2:21]2)=[CH:16][CH:15]=3)[CH2:12][CH2:11]1)[CH3:9])[CH3:5])[CH3:3].C1C=CC=CC=1.O>CCOCC>[CH3:9][C@@H:8]([C@@H:10]1[C@@:27]2([CH3:28])[CH2:26][CH2:25][CH2:24]/[C:14](=[CH:15]\[CH:16]=[C:17]3\[CH2:18][C@@H:19]([OH:29])[CH2:20][CH2:21][C:22]\3=[CH2:23])/[C@@H:13]2[CH2:12][CH2:11]1)/[CH:7]=[CH:6]/[C:4]([OH:30])([CH:2]([CH3:1])[CH3:3])[CH3:5]

参加物

5

反応物 3

HCID 241BenzeneHCID 962WaterHCID 69330425HCID 69330425、化合物

生成物 1

HCID 644381324-Hydroxyvitamin D2収率 55.5%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

One gram (2.4 mmol) of (7) was dissolved in 250 ml of ether and benzene (4:1) and irradiated with stirring under nitrogen in a water-cooled quartz immersion well using a Hanovia medium-pressure UV lamp for 2 hrs. The solution was concentrated in vacuo, redissolved in 100 ml of ethanol and heated under reflux overnight. The solution was concentrated to dryness in vacuo and the residue was purified on a silica gel column using 30% ethyl acetate in hexane to yield 0.55 g (55%) of (8).

後処理

  1. customfor 2 hrs
  2. concentrationThe solution was concentrated in vacuo
  3. dissolutionredissolved in 100 ml of ethanol
  4. temperatureheated
  5. temperatureunder reflux overnight
  6. concentrationThe solution was concentrated to dryness in vacuo
  7. customthe residue was purified on a silica gel column

出典と根拠

ORDレコード
ord-891d2fd305de4b519c475d674a0d259a
出典データセット
uspto-grants-2006_10
特許番号
US07122530B2

反応ノート

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