Dichloromethane → HCID 70002230, compound

HRID 1871432Notes

Reaction equation

HRID 1871432 reaction equation
[Br:1]Br.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH3:22][O:23][C:24]1[CH:25]=[C:26]([C:32]2[C@H:41]3[C@H:36]([CH2:37][CH2:38][CH2:39][CH2:40]3)[C:35](=[O:42])[N:34]([CH2:43][CH2:44]O)[N:33]=2)[CH:27]=[CH:28][C:29]=1[O:30][CH3:31].[Cl:46]CCl>>[ClH:46].[CH3:22][O:23][C:24]1[CH:25]=[C:26]([C:32]2[C@H:41]3[C@H:36]([CH2:37][CH2:38][CH2:39][CH2:40]3)[C:35](=[O:42])[N:34]([CH2:43][CH2:44][Br:1])[N:33]=2)[CH:27]=[CH:28][C:29]=1[O:30][CH3:31]

Participants

5

Reactant 4

HCID 6344Dichloromethane3×HCID 11776TriphenylphosphineHCID 24408BromineHCID 86755609(cis)-4-(3,4-Dimethoxyphenyl)-2-(2-hydroxy-1-ethyl)-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-one

Product 1

HCID 70002230HCID 70002230, compound

Procedure

A solution of 25 mmol of bromine in 10 ml of dichloromethane was added to a solution of 25 mmol of triphenylphosphine in 50 ml of dichloromethane at 0° C. under a flow of nitrogen, followed by the addition of 25 mmol of compound 35 in 25 ml of dichloromethane. After complete addition, the mixture was stirred for 2 h at room temperature. The reaction mixture was washed with aqueous sodium carbonate, dried over magnesium sulfate and evaporated. The compound was crystallized from methanol. M.p. 134°-136° C.

Workup

  1. additionAfter complete addition
  2. washThe reaction mixture was washed with aqueous sodium carbonate
  3. dry with materialdried over magnesium sulfate
  4. customevaporated
  5. customThe compound was crystallized from methanol

Sources & evidence

ORD record
ord-a9214c09a16845bf90f404c90b8c64d8
Source dataset
uspto-grants-2000_08
Patent number
US06103718

Reaction notes

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