Acetic Anhydride → HCID 21423169, compound

HRID 259121Notes

Reaction equation

HRID 259121 reaction equation
[C:1](OC(=O)C)(=[O:3])C.[CH:8]1([CH2:21][NH2:22])[C:13]2[S:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[C:12]=2[CH2:11][CH2:10][O:9]1>C(O)=O>[CH:1]([NH:22][CH2:21][CH:8]1[C:13]2[S:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[C:12]=2[CH2:11][CH2:10][O:9]1)=[O:3]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 12225903HCID 12225903, compound

Product 1

HCID 21423169HCID 21423169, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of formic acid (4.7 ml) and acetic anhydride (11.3 ml) is heated at 60° C. for 2 hr. 3,4-Dihydro-1H-[1]benzothieno[2,3-c]pyran-1-methylamine (1.0 g), described in Example 34, is added at room temperature and the mixture is allowed to stand overnight. The mixture is poured on ice and extracted with chloroform. The extract is washed (brine), dried (MgSO4) and evaporated to give 3,4-dihydro-N-formyl-1H-[1]benzothieno[2,3-c]pyran-1-methylamine, nmr (CDCl3) δ 3.16 and 4.95.

Workup

  1. additionis added at room temperature
  2. additionThe mixture is poured on ice
  3. extractionextracted with chloroform
  4. washThe extract is washed (brine)
  5. dry with materialdried (MgSO4)
  6. customevaporated

Sources & evidence

ORD record
ord-a12edc8d78cf4a6babc55906177326e0
Source dataset
uspto-grants-1977_07
Patent number
US04036842

Reaction notes

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