Acetic Anhydride → HCID 20373759, compound

HRID 1834661Notes

Reaction equation

HRID 1834661 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), νmaxfilm 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-f6603c7d794e40adb5a2b6f1fe5c869e
Source dataset
uspto-grants-1978_01
Patent number
US04070482

Reaction notes

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