Water → HCID 121291880, compound

HRID 1576792Notes

Reaction equation

HRID 1576792 reaction equation
[Br:1]Br.[OH:3][C@@H:4]1[C@@H:23]([O:24][CH2:25][CH3:26])[CH2:22][C@@:21]2([CH3:27])[C@@H:6]([CH2:7][CH2:8][C@@H:9]3[C@@H:20]2[C:19](=[O:28])[CH2:18][C@@:17]2([CH3:29])[C@H:10]3[CH2:11][CH2:12][C@@H:13]2[C:14](=[O:16])[CH3:15])[CH2:5]1.C(Cl)(=O)C.O>CO>[Br:1][CH2:15][C:14](=[O:16])[C@@H:13]1[C@:17]2([CH3:29])[C@H:10]([C@H:9]3[C@H:20]([C:19](=[O:28])[CH2:18]2)[C@:21]2([CH3:27])[C@H:6]([CH2:5][C@H:4]([OH:3])[C@@H:23]([O:24][CH2:25][CH3:26])[CH2:22]2)[CH2:7][CH2:8]3)[CH2:11][CH2:12]1

Participants

6

Reactant 4

HCID 962WaterHCID 6367Acetyl chlorideHCID 24408BromineHCID 86733287HCID 86733287, compound

Product 1

HCID 121291880HCID 121291880, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Bromine (0.53 g.) in methanol (1.45 ml.) was added dropwise to a stirred solution of 3α-hydroxy-2β-ethoxy-5α-pregnane-11,20-dione (2.0 g) in methanol (15 ml) containing a trace of acetyl chloride at 0°. The addition took 2 hr. and the clear solution was then poured into water and collected by filtration, washed with water and dried in vacuo to give title compound.

Workup

  1. additionThe addition
  2. filtrationcollected by filtration
  3. washwashed with water
  4. customdried in vacuo

Sources & evidence

ORD record
ord-4c5d15c120164b69bcf0d05b361366ab
Source dataset
uspto-grants-1976_09
Patent number
US03983111

Reaction notes

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