Acetic Anhydride → HCID 15725086, compound

HRID 867428Notes

Reaction equation

HRID 867428 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[CH3:8][C:9]1([CH3:24])[S:13][CH:12]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)[NH:11][C@H:10]1[C:21]([OH:23])=[O:22]>O>[C:1]([N:11]1[C@@H:10]([C:21]([OH:23])=[O:22])[C:9]([CH3:24])([CH3:8])[S:13][C@H:12]1[C:14]1[CH:15]=[CH:16][C:17]([F:20])=[CH:18][CH:19]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 2817440HCID 2817440, compound

Product 1

HCID 15725086HCID 15725086, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

11.2 ml of acetic anhydride are portion-wise added to a suspension containing 5.1 g (20 mmoles) of 5,5-dimethyl-2-(4-fluorophenyl)-thiazolidine-4(S)-carboxylic acid in 11.2 ml of hot water. The mixture is heated at 100° C. for 5 minutes, then cooled down. The crystals are filtered out to give the title compound in a yield of 5.83 g (98%) which is recrystallized from the mixture of ethanol and ether, m.p.: 193.5° C., [α]D22 =-96.8° (c=0.62, methanol).

Workup

  1. additionadded to a suspension
  2. temperaturecooled down
  3. filtrationThe crystals are filtered out

Sources & evidence

ORD record
ord-e2f3a594c6c74a389ad5a781cfd3d35f
Source dataset
uspto-grants-1988_10
Patent number
US04775675

Reaction notes

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