Acetic Anhydride → HCID 20312395, compound

HRID 1731031Notes

Reaction equation

HRID 1731031 reaction equation
[C:1](=[O:8])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])[NH2:2].[C:9]([O:13][CH2:14][CH2:15][CH2:16][CH3:17])(=[O:12])[CH:10]=[O:11].[C:18](OC(=O)C)(=[O:20])[CH3:19]>>[CH2:14]([O:13][C:9](=[O:12])[CH:10]([O:11][C:18](=[O:20])[CH3:19])[NH:2][C:1]([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:8])[CH2:15][CH2:16][CH3:17]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 77922tert-Butyl carbamateHCID 80521Butyl oxoacetate

Product 1

HCID 20312395HCID 20312395, compound

Procedure

A solution of 23.4 g (0.2 mol.) of t-butyl carbamate [Org. Syn., 48, 32 (1968); U.S. 3,072,710] and 32.2 g. (0.25 mol.) of n-butyl glyoxylate (Org. Syn. Col. Vol. 4, 124) in 150 ml. of acetic anhydride was refluxed for 1.25 hours. The reaction mixture was then cooled, the solvent was removed in vacuo and the residue was molecularly distilled at 130°/.05 mm. to give the title compound.

Workup

  1. temperatureThe reaction mixture was then cooled
  2. customthe solvent was removed in vacuo
  3. distillationthe residue was molecularly distilled at 130°/.05 mm

Sources & evidence

ORD record
ord-40ceaf4d61db4dd9a615e04337c3066d
Source dataset
uspto-grants-1976_11
Patent number
US03994954

Reaction notes

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