Hydrochloric Acid → HCID 19899196, compound

HRID 1196629Notes

Reaction equation

HRID 1196629 reaction equation
[OH:1][CH2:2][CH2:3][CH:4]1[CH2:8][C:7]2[C:9]([CH3:23])=[C:10]([O:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:11]([CH3:14])=[C:12]([CH3:13])[C:6]=2[O:5]1.[C:24](OC(=O)C)(=[O:26])[CH3:25].Cl>N1C=CC=CC=1>[C:24]([O:1][CH2:2][CH2:3][CH:4]1[CH2:8][C:7]2[C:9]([CH3:23])=[C:10]([O:15][CH2:16][C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:11]([CH3:14])=[C:12]([CH3:13])[C:6]=2[O:5]1)(=[O:26])[CH3:25]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 21781545HCID 21781545, compound

Product 1

HCID 19899196HCID 19899196, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 150 mg of 2-(RS)-(2-hydroxyethyl)-2,3-dihydro-5-benzyloxy-4,6,7-trimethylbenzofurane in 0.6 ml of pyridine is treated with 0.3 ml of acetic anhydride. The mixture is stirred in nitrogen atmosphere at room temperature for 6 hours. After acidifying with hydrochloric acid, the suspension is extracted with ethylic ether then the extracts are dried and evaporated 165 mg of a white crystalline solid are obtained. m.p. 80°-82° C.; IR(KBr): 1742 cm-1 (νAcO); 1H-NMR (CCl4): δ7.4-7.1 (5H,m), 5.0-4.6 (1H,m), 4.6 (2H,s), 4.2 (2H,t), 3.4-2.6 (2H,m), 2.2 (3H,s), 2.1 (3H,s), 2.0 (6H,s), 2.0-1.8 (2H,m).

Workup

  1. extractionthe suspension is extracted with ethylic ether
  2. customthe extracts are dried
  3. customevaporated 165 mg of a white crystalline solid
  4. customare obtained

Sources & evidence

ORD record
ord-55d9701045a0412299038110823a05a4
Source dataset
uspto-grants-1992_05
Patent number
US05114966

Reaction notes

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