Hydrochloric Acid → HCID 86733750, compound

HRID 918385Notes

Reaction equation

HRID 918385 reaction equation
[OH:1][CH2:2][CH2:3][O:4][C@@H:5]1[CH2:25][C@@H:24]2[C@:11]([CH3:29])([CH2:12][C@H:13]([OH:28])[C@H:14]3[C@H:23]2[CH2:22][CH2:21][C:20]2[C@:15]3([CH3:27])[CH:16]=[CH:17][C:18](=[O:26])[CH:19]=2)[C@@:6]1([OH:30])[C:7](=[O:10])[CH2:8][OH:9].[CH3:31][S:32](Cl)(=[O:34])=[O:33].Cl>N1C=CC=CC=1>[S:32]([O:1][CH2:2][CH2:3][O:4][C@@H:5]1[CH2:25][C@@H:24]2[C@:11]([CH3:29])([CH2:12][C@H:13]([OH:28])[C@H:14]3[C@H:23]2[CH2:22][CH2:21][C:20]2[C@:15]3([CH3:27])[CH:16]=[CH:17][C:18](=[O:26])[CH:19]=2)[C@@:6]1([OH:30])[C:7](=[O:10])[CH2:8][OH:9])([CH3:31])(=[O:34])=[O:33]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 31297Methanesulfonyl chlorideHCID 68128156HCID 68128156, compound

Product 1

HCID 86733750HCID 86733750, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 3.0 g of 16α-(2-hydroxyethoxy)-11β,-17,21-trihydroxypregna-1,4-diene-3,20-dione, 21-acetate in 15 ml of pyridine is stirred with 0.75 ml of methane sulfonyl chloride at 0°C for 150 minutes. The mixture is poured into 1.5 liter of cold 1N hydrochloric acid, stirred for a short time, and filtered. The resulting solid is dissolved in chloroform, washed with water, dried, and evaporated in vacuo to give 4.0 g of crude 16α-(2-mesyloxyethoxy)-11β,17,21-trihydroxypregna-1,4-diene-3,20-dione, 21-acetate

Workup

  1. filtrationfiltered
  2. dissolutionThe resulting solid is dissolved in chloroform
  3. washwashed with water
  4. customdried
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-2b76cc10ea16411690fa6ce77d083aca
Source dataset
uspto-grants-1976_07
Patent number
US03971772

Reaction notes

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