Acetic Anhydride → HCID 20373759, compound

HRID 1415319Notes

Reaction equation

HRID 1415319 reaction equation
[OH:1][CH:2]([CH:10]1[CH2:14][CH2:13][CH:12]([O:15][CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][O:17]2)[CH:11]1[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][C:28]([OH:30])=[O:29])[C:3]#[C:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[C:31](OC(=O)C)(=[O:33])[CH3:32]>N1C=CC=CC=1>[C:31]([O:1][CH:2]([CH:10]1[CH2:14][CH2:13][CH:12]([O:15][CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][O:17]2)[CH:11]1[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][C:28]([OH:30])=[O:29])[C:3]#[C:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])(=[O:33])[CH3:32]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 20373764HCID 20373764, compound

Product 1

HCID 20373759HCID 20373759, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 2-(1-hydroxy-2-octynyl)-5-(tetrahydropyran-2-yloxy)-cyclopentaneheptanoic acid (11.5 g), described in Example 2, in dry pyridine (50 ml), acetic anhydride (35.6 ml) is added. The mixture is stirred overnight. The solvent is removed under reduced pressure. The residue is dissolved in ether and the solution is washed with ether, dried and concentrated to yield 2-(1-acetoxy-2-octynyl)-5-(tetrahydropyran-2-yloxy)-cyclopentaneheptanoic acid, (3; R1 = H, R2 = tetrahydropyran-2-yl and R3 = CH3CO), νmax film 1700, 1735 cm-1.

Workup

  1. customThe solvent is removed under reduced pressure
  2. dissolutionThe residue is dissolved in ether
  3. washthe solution is washed with ether
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-d1ba1e40c03a43f7bf78cb260ceccd15
Source dataset
uspto-grants-1977_01
Patent number
US04004027

Reaction notes

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