Cholesterol → HCID 57070769, compound

HRID 992174Notes

Reaction equation

HRID 992174 reaction equation
[C:1](Cl)(=[O:5])[C:2]([CH3:4])=[CH2:3].[CH3:7][CH:8]([CH2:10][CH2:11][CH2:12][C@H:13]([C@@H:15]1[C@:33]2([CH3:34])[C@H:18]([C@H:19]3[C@H:30]([CH2:31][CH2:32]2)[C@:28]2([CH3:29])[C:22]([CH2:23][C@H:24]([CH2:26][CH2:27]2)[OH:25])=[CH:21][CH2:20]3)[CH2:17][CH2:16]1)[CH3:14])[CH3:9].C(N(CC)CC)C>ClCCl>[CH3:14][C@@H:13]([C@@H:15]1[C@@:33]2([CH3:34])[CH2:32][CH2:31][C@@H:30]3[C@@:28]4([CH3:29])[CH2:27][CH2:26][C@H:24]([O:25][C:1]([C:2]([CH3:4])=[CH2:3])=[O:5])[CH2:23][C:22]4=[CH:21][CH2:20][C@H:19]3[C@@H:18]2[CH2:17][CH2:16]1)[CH2:12][CH2:11][CH2:10][CH:8]([CH3:7])[CH3:9]

Participants

5

Reactant 3

HCID 5997CholesterolHCID 8471TriethylamineHCID 13528Methacryloyl chloride

Product 1

HCID 57070769HCID 57070769, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 6 ml of methacryloyl chloride in 30 ml of dichloromethane is added dropwise to 20 g (51.72 mmol) of cholesterol and 8 ml of triethylamine in 170 ml of dichloromethane (abs.). The mixture is stirred overnight at room temperature. The solvent is distilled off under reduced pressure, and the residue is recrystallized three times from the ca. 400 ml of ethanol (95%). Drying is carried out at a pressure of 10−2 mbar for 24 h

Workup

  1. distillationThe solvent is distilled off under reduced pressure
  2. customthe residue is recrystallized three times from the ca. 400 ml of ethanol (95%)
  3. customDrying
  4. waitis carried out at a pressure of 10−2 mbar for 24 h

Sources & evidence

ORD record
ord-f5bab5d851714a328a43dd67d66a0c31
Source dataset
uspto-grants-2002_10
Patent number
US06468551B1

Reaction notes

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