Acetic Anhydride → HCID 53837977, compound

HRID 2397954Notes

Reaction equation

HRID 2397954 reaction equation
[OH:1][C@@H:2]1[C@@:27]2([CH3:28])[C:6](=[CH:7][CH:8]=[C:9]3[C@@H:26]2[CH2:25][CH2:24][C@@:23]2([CH3:29])[C@H:10]3[CH2:11][CH2:12][C@@H:13]2[C@H:14]([CH3:22])[CH2:15][CH2:16][CH:17]([OH:21])[CH:18]([CH3:20])[CH3:19])[CH2:5][C@@H:4]([OH:30])[CH2:3]1.C(O[C:35](=[O:37])[CH3:36])(=O)C>N1C=CC=CC=1>[C:2]([O:1][C@@H:2]1[C@@:27]2([CH3:28])[C:6](=[CH:7][CH:8]=[C:9]3[C@@H:26]2[CH2:25][CH2:24][C@@:23]2([CH3:29])[C@H:10]3[CH2:11][CH2:12][C@@H:13]2[C@H:14]([CH3:22])[CH2:15][CH2:16][CH:17]([O:21][C:17](=[O:21])[CH3:16])[CH:18]([CH3:20])[CH3:19])[CH2:5][C@@H:4]([O:30][C:35](=[O:37])[CH3:36])[CH2:3]1)(=[O:1])[CH3:3]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 13341408HCID 13341408, compound

Product 1

HCID 53837977HCID 53837977, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

200 mg of 1α,3β,24trihydroxycholesta-5,7-diene prepared and separated in the same way as in Example 14, (D-1) was reacted with 2ml. of acetic anhydride and 5 ml. of pyridine at 95° C. for 3 hours. The reaction mixture was placed in ice water, and extracted with 40 ml. of diethyl ether. The ethereal phase was washed with dilute hydrochloric acid, then with alkali, and further with water, and dried. The ether was evaporated off to afford 1α,3β,24-triacetoxycholesta-5,7-diene as a slightly yellowish oily substance.

Workup

  1. customseparated in the same way as in Example 14, (D-1)
  2. customwas reacted with 2ml
  3. extractionextracted with 40 ml
  4. washThe ethereal phase was washed with dilute hydrochloric acid
  5. dry with materialwith alkali, and further with water, and dried
  6. customThe ether was evaporated off

Sources & evidence

ORD record
ord-3379a3408a0a49509eeca4c1ba91e22d
Source dataset
uspto-grants-1977_05
Patent number
US04022891

Reaction notes

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