Ammonia → HCID 21404982, compound

HRID 267888Notes

Reaction equation

HRID 267888 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]([NH:11][C:12]([C:14]23[CH2:23][CH:18]4[CH2:19][CH:20]([CH2:22][CH:16]([CH2:17]4)[CH2:15]2)[CH2:21]3)=[O:13])[CH:6]=[CH:7][C:8]=1[O:9]C.B(I)(I)I.C(Cl)Cl.N>C(O)C>[OH:2][C:3]1[CH:4]=[C:5]([NH:11][C:12]([C:14]23[CH2:23][CH:18]4[CH2:17][CH:16]([CH2:22][CH:20]([CH2:19]4)[CH2:21]2)[CH2:15]3)=[O:13])[CH:6]=[CH:7][C:8]=1[OH:9]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 6344DichloromethaneHCID 83546Borane, triiodo-HCID 4333080HCID 4333080, compound

Product 1

HCID 21404982HCID 21404982, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Subject 2.0 of N-(3,4-dimethoxyphenyl)-1-adamantanecarboxamide and 2.5 g. of boron triiodide to the procedure set forth in Example 6B. Chromatograph the residue obtained thereby on a column containing 35 g. of silica gel using as the eluent a methylene chloride:ethanol: conc. ammonia (90:10:4 v/v). Crystallize the product from chloroform to obtain the product of this Example, m.p. 196°-199°C.

Workup

  1. customChromatograph the residue obtained
  2. additionon a column containing 35 g
  3. customCrystallize the product from chloroform
  4. customto obtain the product of this Example, m.p. 196°-199°C.

Sources & evidence

ORD record
ord-50ce281577e544e3a9c91992d733193b
Source dataset
uspto-grants-1976_03
Patent number
US03944675

Reaction notes

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