Carbon Dioxide → HCID 131716690, compound

HRID 1073463Notes

Reaction equation

HRID 1073463 reaction equation
[F:1][C:2]([F:39])([C:8]1([O:29][C@H:28]([CH2:30][O:31][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C@@H:19]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C@@H:10]1[O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[OH:9])[C:3]([O:5]CC)=[O:4].[OH-].[Na+].C(=O)=O>C(O)C>[F:39][C:2]([F:1])([C:8]1([O:29][C@H:28]([CH2:30][O:31][CH2:32][C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)[C@@H:19]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C@@H:10]1[O:11][CH2:12][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)[OH:9])[C:3]([OH:5])=[O:4]

Participants

5

Reactant 3

HCID 280Carbon DioxideHCID 14798Sodium HydroxideHCID 131716688HCID 131716688, compound

Product 1

HCID 131716690HCID 131716690, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred solution of 4.07 g of 2-deoxy-2,2-difluoro-4,5,7-tris-O-(phenylmethyl)-D-arabino-3-heptulofuranosonic acid, ethyl ester in 75 ml of ethanol was added 15 ml of 1N sodium hydroxide. After 60 minutes at 25° C., the mixture was acidified with carbon dioxide and concentrated. The residue was stirred with ether and water and acidified with hydrochloric acid. The ether layer was washed with water and brine, dried, and concentrated to give a colorless oil, IR 1770 cm-1 (CF2COOH).

Workup

  1. concentrationconcentrated
  2. washThe ether layer was washed with water and brine
  3. customdried
  4. concentrationconcentrated
  5. customto give a colorless oil, IR 1770 cm-1 (CF2COOH)

Sources & evidence

ORD record
ord-ece2a9f369764880b25f632c529f9048
Source dataset
uspto-grants-1990_11
Patent number
US04968790

Reaction notes

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