Acetic Anhydride → HCID 12251437, compound

HRID 1580270Notes

Reaction equation

HRID 1580270 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][C:2]21[CH2:14][CH2:13][C:12](=NO)[CH2:11][CH2:10]2.C(OC(=O)C)(=[O:19])C>N1C=CC=CC=1>[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][C:2]21[CH2:14][CH2:13][C:12](=[O:19])[CH2:11][CH2:10]2

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 21433660HCID 21433660, compound2×

Product 1

HCID 12251437HCID 12251437, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 3.1 g. spiro(cyclohexane-1,2'-indan)-4-one oxime [12] (prepared in Example 24B) and 6 ml. of acetic anhydride in 25 ml. of pyridine is allowed to stand at room temperature for about 6 hours. The reaction mixture is then poured into ice: water and the solid collected on a filter. The solid is recrystallized from Skellysolve B to give 2.94 g. (88% yield) of spiro(cyclohexane-1,2'-indan)-4-one, oxime acetate [13] having a melting point of 91° to 94° C.

Workup

  1. additionThe reaction mixture is then poured into ice
  2. customwater and the solid collected on a filter
  3. customThe solid is recrystallized from Skellysolve B
  4. customto give 2.94 g

Sources & evidence

ORD record
ord-3e6294ef2e2f48e79034bd8b53942113
Source dataset
uspto-grants-1976_01
Patent number
US03932425

Reaction notes

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