Hydrochloric Acid → HCID 20347844, compound

HRID 1701341Notes

Reaction equation

HRID 1701341 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH2:7][C:6](=O)[CH2:5]2.C([BH3-])#N.[Na+].Cl.[CH3:17][NH:18][CH3:19].Cl>CO>[CH3:17][N:18]([CH3:19])[CH:6]1[CH2:5][C:4]2[C:8](=[CH:9][CH:10]=[C:2]([Cl:1])[CH:3]=2)[CH2:7]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 10473Dimethylamine, hydrochlorideHCID 5003444Sodium cyanoborohydrideHCID 218375355-Chloro-1,3-dihydro-2H-inden-2-one

Product 1

HCID 20347844HCID 20347844, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of 0.4 g. of 5-chloro-2-indanone (0.0025 mole) was partially dissolved in methanol (10 ml.) and 0.4 g. of sodium cyanoborohydride (0.0065 mole) and 0.6 g. of dimethylamine hydrochloride (0.0075 mole) were added. The pH of the mixture was adjusted to 4.5 with 10% hydrochloric acid and 3 A molecular sieves were added. The mixture was stirred for 16 hours at 25° C., acidified, evaporated to dryness, dissolved in 10% hydrochloric acid, extracted with ether, basified and extracted with ether to yield N,N-dimethyl-5-chloro-2-aminoindane.

Workup

  1. additionA mixture of 0.4 g
  2. additionwere added
  3. customevaporated to dryness
  4. dissolutiondissolved in 10% hydrochloric acid
  5. extractionextracted with ether
  6. extractionextracted with ether

Sources & evidence

ORD record
ord-c4807d23e5384894aa28d10b927acf17
Source dataset
uspto-grants-1980_03
Patent number
US04192888

Reaction notes

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