Acetic Anhydride → HCID 10082161, compound

HRID 325669Notes

Reaction equation

HRID 325669 reaction equation
Cl.[NH2:2][CH:3]1[CH2:12][CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([O:13][CH3:14])[CH:9]=2)[CH2:4]1.[C:15](OC(=O)C)(=[O:17])[CH3:16]>O.C(Cl)Cl.[OH-].[Na+]>[C:15]([NH:2][CH:3]1[CH2:12][CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([O:13][CH3:14])[CH:9]=2)[CH2:4]1)(=[O:17])[CH3:16]

Participants

6

Reactant 2

HCID 7918Acetic AnhydrideHCID 128431256-Methoxy-1,2,3,4-tetrahydronaphthalen-2-amine--hydrogen chloride (1/1)

Product 1

HCID 10082161HCID 10082161, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6344DichloromethaneSolventHCID 14798Sodium HydroxideSolvent2×

Conditions

Temperature
15 °C

Procedure

2-Amino-6-methoxy-1,2,3,4-tetrahydronaphthalene hydrochloride is dissolved in a mixture of water and methylene chloride, and 10 N sodium hydroxide solution is added thereto until the pH is 12. 1.5 equivalents of acetic anhydride are then added, the pH being kept between 10 and 12 with 10 N sodium hydroxide solution, and the mixture being cooled to about 15° C. The pH is then brought to between 7 and 8 and the organic phase is separated off, dried and evaporated. When recrystallised from petroleum ether, the residue melts at 175° C.

Workup

  1. additionis added
  2. customthe organic phase is separated off
  3. customdried
  4. customevaporated
  5. customWhen recrystallised from petroleum ether

Sources & evidence

ORD record
ord-155c5ccfed2c41ed82f763248aa172ac
Source dataset
uspto-grants-1984_04
Patent number
US04442126

Reaction notes

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