Acetic Anhydride → HCID 20312395, compound

HRID 2420002Notes

Reaction equation

HRID 2420002 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. Pat. No. 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-b0aae6cb4a464a4eb334c0b48a58329c
Source dataset
uspto-grants-1978_08
Patent number
US04108854

Reaction notes

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