Formaldehyde → HCID 86737413, compound

HRID 1733461Notes

Reaction equation

HRID 1733461 reaction equation
[ClH:1].[Cl:2][C:3]1[C:12]([Cl:13])=[C:11]2[C:6]([CH2:7][CH2:8][NH:9][CH2:10]2)=[CH:5][CH:4]=1.C=O.C(=O)([O-])[O-].[Na+].[Na+]>O>[ClH:2].[ClH:1].[Cl:2][C:3]1[C:12]([Cl:13])=[C:11]2[C:6]([CH2:7][CH2:8][NH:9][CH2:10]2)=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 10340Sodium CarbonateHCID 1239197,8-Dichloro-1,2,3,4-tetrahydroisoquinoline--hydrogen chloride (1/1)

Product 1

HCID 86737413HCID 86737413, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 2.37 g. (10 mmol) of 7,8-dichloro-1,2,3,4-tetrahydroisoquinoline hydrochloride salt and 20 ml. of 37% formalin in 100 ml. of water was stirred in an ice bath for thirty minutes. 50 ml. of 5% sodium carbonate solution was added dropwise over 10 minutes and the resulting precipitate was removed by filtration, dissolved in 50 ml. of methylene chloride, dried over magnesium sulfate and filtered. The filtrate was treated with 25 ml. of ethereal hydrogen chloride and allowed to stand in the cold overnight. The resulting precipitate was collected, washed with ether and dried to give 2,2'-methylene-bis-(7,8-dichloro-1,2,3,4-tetrahydroisoquinoline dihydrochloride, melting point 153° C. dec.

Workup

  1. customthe resulting precipitate was removed by filtration
  2. dissolutiondissolved in 50 ml
  3. dry with materialof methylene chloride, dried over magnesium sulfate
  4. filtrationfiltered
  5. additionThe filtrate was treated with 25 ml
  6. customto stand in the cold overnight
  7. customThe resulting precipitate was collected
  8. washwashed with ether
  9. customdried

Sources & evidence

ORD record
ord-6dc9e655dac44bfb99ea54f7be581aa0
Source dataset
uspto-grants-1980_12
Patent number
US04242346

Reaction notes

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