HCID 14620588, compound → HCID 14620592, compound

HRID 231822Notes

Reaction equation

HRID 231822 reaction equation
[CH3:1][O:2][C:3]1[CH:25]=[CH:24][C:23]2[CH:9]3[CH2:10][C:11]4[CH:19]=[C:18]5[O:20][CH2:21][O:22][C:17]5=[CH:16][C:12]=4[CH2:13][C:14](=O)[N:8]3[CH2:7][CH2:6][C:5]=2[CH:4]=1>O1CCCC1>[CH3:1][O:2][C:3]1[CH:25]=[CH:24][C:23]2[CH:9]3[CH2:10][C:11]4[CH:19]=[C:18]5[O:20][CH2:21][O:22][C:17]5=[CH:16][C:12]=4[CH2:13][CH2:14][N:8]3[CH2:7][CH2:6][C:5]=2[CH:4]=1

Participants

3

Reactant 1

HCID 14620588HCID 14620588, compound

Product 1

HCID 14620592HCID 14620592, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared as described in Example 18 by the reduction of 5,9,15,15a-tetrahydro-3-methoxy-[1,3]dioxolo[4,5-h]isoquino-[1,2-b][3]benzazepine-8(6H)-one hemiethanolate (XIIb, Ex. 14) (3.60 g, 10 mmole) with deborane in tetrahydrofurane (25 ml of 1.0M solution). The product was extracted with methylene chloride. The methylene chloride extract was dried (Na2SO4), and evaporated on a rotary evaporator to give an oil which solidified on standing. Recrystallization from ethanol afforded the titled compound (2.57 g, 80%), mp 133°-135°.

Workup

  1. customThe title compound was prepared
  2. extractionThe product was extracted with methylene chloride
  3. extractionThe methylene chloride extract
  4. dry with materialwas dried (Na2SO4)
  5. customevaporated on a rotary evaporator
  6. customto give an oil which
  7. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-7450796744fd47bfacde9098ddf38c21
Source dataset
uspto-grants-1989_07
Patent number
US04849420

Reaction notes

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