Ethanol → HCID 68857586, compound

HRID 1370958Notes

Reaction equation

HRID 1370958 reaction equation
[CH2:1]([N:8]([CH2:19][C:20]1[CH:40]=[CH:39][C:23]([O:24][C:25]2[CH:26]=[C:27]([CH:36]=[CH:37][CH:38]=2)[O:28][CH2:29][C@H:30]2[NH:34][C:33](=[O:35])[CH2:32][CH2:31]2)=[CH:22][CH:21]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-])=O)[C:10]=1[CH3:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH4+].[Cl-].C(O)C.O>[Fe].C(Cl)Cl>[NH2:15][C:11]1[C:10]([CH3:18])=[C:9]([N:8]([CH2:19][C:20]2[CH:40]=[CH:39][C:23]([O:24][C:25]3[CH:26]=[C:27]([CH:36]=[CH:37][CH:38]=3)[O:28][CH2:29][C@H:30]3[NH:34][C:33](=[O:35])[CH2:32][CH2:31]3)=[CH:22][CH:21]=2)[CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH:14]=[CH:13][CH:12]=1

Participants

7

Reactant 4

HCID 702EthanolHCID 962WaterHCID 25517Ammonium ChlorideHCID 68857864HCID 68857864, compound

Product 1

HCID 68857586HCID 68857586, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 6344DichloromethaneSolvent

Conditions

Temperature
80 °C

Procedure

To the product from Example 278A in a capped test-tube were added iron powder (78.4 mg, 1.4 mmoles), NH4Cl (7.5 mg, 1.4 mmoles), ethyl alcohol (3 mL) and water (1 mL). The reaction mixture was shaken violently at 80° C. overnight. CH2Cl2 (4 mL) was added to extract the product. Then, the reaction mixture was filtered. The CH2Cl2 layer was separated and dried in vaccuo.

Workup

  1. extractionto extract the product
  2. filtrationThen, the reaction mixture was filtered
  3. customThe CH2Cl2 layer was separated
  4. customdried in vaccuo

Sources & evidence

ORD record
ord-8f256cbeaf2e4d82991956f828130899
Source dataset
uspto-grants-2003_06
Patent number
US06583180B2

Reaction notes

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