Chlorotrimethylsilane → HCID 11079860, compound

HRID 596978Notes

Reaction equation

HRID 596978 reaction equation
[OH:1][C@H:2]1[CH2:21][C@@:20]2([CH3:22])[C@@H:13]([CH2:14][CH:15]=[C:16]2[C:17](=[O:19])[CH3:18])[C@H:12]2[C@H:3]1[C@:4]1([CH3:24])[C:9]([CH2:10][CH2:11]2)=[CH:8][C:7](=[O:23])[CH:6]=[CH:5]1.[CH3:25][Si:26]([CH3:29])([CH3:28])Cl>N1C=CC=CC=1>[CH3:25][Si:26]([CH3:29])([CH3:28])[O:1][C@H:2]1[CH2:21][C@@:20]2([CH3:22])[C@@H:13]([CH2:14][CH:15]=[C:16]2[C:17](=[O:19])[CH3:18])[C@H:12]2[C@H:3]1[C@:4]1([CH3:24])[C:9]([CH2:10][CH2:11]2)=[CH:8][C:7](=[O:23])[CH:6]=[CH:5]1

Participants

4

Reactant 2

HCID 6397ChlorotrimethylsilaneHCID 10969449HCID 10969449, compound

Product 1

HCID 11079860HCID 11079860, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

30 g. of 11β-hydroxy-1,4,16-pregnatriene-3,20-dione is combined in 300 ml. of absolute pyridine with 30 ml. of trimethylchlorosilane and agitated for 24 hours at room temperature. The mixture is then stirred into ice water, the thus-precipitated sediment is vacuum-filtered, washed out with water, and taken up in methylene chloride. After evaporation, 36.5 g. of crude 11β-trimethylsilyloxy-1,4,16-pregnatriene-3,20-dione is obtained. A sample recrystallized from diisopropyl ether melts at 196°- 197.5° C.

Workup

  1. filtrationthe thus-precipitated sediment is vacuum-filtered
  2. washwashed out with water
  3. customAfter evaporation, 36.5 g

Sources & evidence

ORD record
ord-140ac8ecedc0477daae681ab63d57667
Source dataset
uspto-grants-1977_03
Patent number
US04012510

Reaction notes

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