Acetic Anhydride → HCID 21538662, compound

HRID 1076889Notes

Reaction equation

HRID 1076889 reaction equation
[CH2:1]([N:8]1[CH2:12][CH2:11][C:10]2([C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH:14]([OH:21])[CH2:13]2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:22](OC(=O)C)(=[O:24])[CH3:23].[OH-].[Na+]>N1C=CC=CC=1>[CH2:1]([N:8]1[CH2:12][CH2:11][C:10]2([C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH:14]([O:21][C:22](=[O:24])[CH3:23])[CH2:13]2)[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 14798Sodium HydroxideHCID 21538680HCID 21538680, compound

Product 1

HCID 21538662HCID 21538662, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

56.0 g of 1'-benzyl-3-hydroxyspiro[indan-1,3'-pyrrolidine] are stirred at room temperature with 120 cc of pyridine and 120 cc of acetic anhydride for 20 hours. The mixture is then poured on ice, is made alkaline with 2 N caustic soda solution and is extracted thrice with 250 cc amounts of ether. The ether phase is washed with water, dried over sodium sulphate and concentrated by evaporation. 1'-Benzyl-3-acetoxyspiro[indan-1,3'-pyrrolidine] is obtained as light yellow oil, which is used for the next reaction without purification.

Workup

  1. additionThe mixture is then poured on ice
  2. extractionis extracted thrice with 250 cc amounts of ether
  3. washThe ether phase is washed with water
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-cb971d0b1edd4933acd42fa4c73b4cc7
Source dataset
uspto-grants-1976_05
Patent number
US03958003

Reaction notes

Loading…