21-Chloro-11beta,17-dihydroxy-16alpha-[2-(tetrahydropyran-2-yloxy)ethoxy]-pregna-1,4-diene-3,20-dione → 21-Chloro-11beta,17-dihydroxy-16alpha-(2-hydroxyethoxy)pregna-1,4-diene-3,20-dione

HRID 918416Notes

Reaction equation

HRID 918416 reaction equation
[Cl:1][CH2:2][C:3](=[O:36])[C@:4]1([OH:35])[C@:21]2([CH3:22])[C@H:7]([C@H:8]3[C@H:18]([C@@H:19]([OH:23])[CH2:20]2)[C@:16]2([CH3:17])[C:11](=[CH:12][C:13](=[O:24])[CH:14]=[CH:15]2)[CH2:10][CH2:9]3)[CH2:6][C@H:5]1[O:25][CH2:26][CH2:27][O:28]C1CCCCO1>C(O)(=O)C.O>[Cl:1][CH2:2][C:3](=[O:36])[C@:4]1([OH:35])[C@:21]2([CH3:22])[C@H:7]([C@H:8]3[C@H:18]([C@@H:19]([OH:23])[CH2:20]2)[C@:16]2([CH3:17])[C:11](=[CH:12][C:13](=[O:24])[CH:14]=[CH:15]2)[CH2:10][CH2:9]3)[CH2:6][C@H:5]1[O:25][CH2:26][CH2:27][OH:28]

Participants

4

Reactant 1

HCID 2279178221-Chloro-11beta,17-dihydroxy-16alpha-[2-(tetrahydropyran-2-yloxy)ethoxy]-pregna-1,4-diene-3,20-dione

Product 1

HCID 8673376021-Chloro-11beta,17-dihydroxy-16alpha-(2-hydroxyethoxy)pregna-1,4-diene-3,20-dione

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent2×

Procedure

A solution of 21-chloro-11β,17-dihydroxy-16α-[2-(tetrahydropyran-2-yloxy)ethoxy]pregna-1,4-diene-3,20-dione (8.4 mmoles) in 50 ml of acetic acid and 50 ml of water is stirred at room temperature for 6 hours, diluted with cold water, and the resulting solid filtered and dried in vacuo to yield the title compound.

Workup

  1. filtrationthe resulting solid filtered
  2. customdried in vacuo

Sources & evidence

ORD record
ord-653cfec4b7934e5faae72f807aa48766
Source dataset
uspto-grants-1976_07
Patent number
US03971773

Reaction notes

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