Water → 1900-53-4

HRID 1292551Notes

Reaction equation

HRID 1292551 reaction equation
[CH3:1][C@@H:2]([C@@H:10]1[C@@:14]2([CH3:29])[CH2:15][CH2:16][C@@H:17]3[C@@:22]4([CH3:28])[CH2:23][CH2:24][C@H:25]([OH:27])[CH2:26][C:21]4=[CH:20][CH2:19][C@H:18]3[C@@H:13]2[CH2:12][CH2:11]1)[CH2:3][CH2:4][C@H:5]([CH:7]([CH3:9])[CH3:8])[CH3:6].[C:30](OC(=O)C)(=[O:32])[CH3:31].O>N1C=CC=CC=1>[CH3:1][C@@H:2]([C@@H:10]1[C@@:14]2([CH3:29])[CH2:15][CH2:16][C@@H:17]3[C@@:22]4([CH3:28])[CH2:23][CH2:24][C@H:25]([O:27][C:30]([CH3:31])=[O:32])[CH2:26][C:21]4=[CH:20][CH2:19][C@H:18]3[C@@H:13]2[CH2:12][CH2:11]1)[CH2:3][CH2:4][C@H:5]([CH:7]([CH3:8])[CH3:9])[CH3:6]

Participants

5

Reactant 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 173183Campesterol

Product 1

HCID 130199551900-53-4Yield 75.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 24.0 g (0.06 mol) of campesterol (1) in 180 ml of anhydrous pyridine was added 18.5 ml (0.196 mol) of acetic anhydride. The mixture was stirred at room temperature overnight and then 600 ml of water was added. The precipitate was filtered and washed three times with 200 ml portions of acetonitrile, and then air dried to yield 20.0 g (75%) of (2).

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed three times with 200 ml portions of acetonitrile
  3. customair dried

Sources & evidence

ORD record
ord-e8ea3d7d910f4502a8c6ffc3dd800b20
Source dataset
uspto-grants-1998_05
Patent number
US05756783

Reaction notes

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