Carbon tetrabromide → Methyl 2-(4-bromomethyl-2-chloro-6-propylphenoxy)-2-(3,4-methylenedioxyphenyl)acetate

HRID 274933ノート

反応式

HRID 274933 の反応式
[Cl:1][C:2]1[CH:22]=[C:21]([CH2:23]O)[CH:20]=[C:19]([CH2:25][CH2:26][CH3:27])[C:3]=1[O:4][CH:5]([C:10]1[CH:15]=[CH:14][C:13]2[O:16][CH2:17][O:18][C:12]=2[CH:11]=1)[C:6]([O:8][CH3:9])=[O:7].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:48]>ClCCl>[Br:48][CH2:23][C:21]1[CH:20]=[C:19]([CH2:25][CH2:26][CH3:27])[C:3]([O:4][CH:5]([C:10]2[CH:15]=[CH:14][C:13]3[O:16][CH2:17][O:18][C:12]=3[CH:11]=2)[C:6]([O:8][CH3:9])=[O:7])=[C:2]([Cl:1])[CH:22]=1

参加物

5

反応物 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 20089199Methyl 2-(2-chloro-4-hydroxymethyl-6-propylphenoxy)-2-(3,4-methylenedioxyphenyl)acetate

生成物 1

HCID 20089193Methyl 2-(4-bromomethyl-2-chloro-6-propylphenoxy)-2-(3,4-methylenedioxyphenyl)acetate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a cooled (0°-5° C.), magnetically stirred solution of 0.445 g (1.13 mmol) of the product of step D and 0.446 g (1.70 mmol) of triphenylphosphine dissolved in 5 mL of dichloromethane was added 0.564 g (1.70 mmol) of carbon tetrabromide in several portions. After the addition was complete, the reaction was allowed to warm to room temperature and was stirred an additional 30 minutes. The methylene chloride was then removed in vacuo, and the residue was applied to a silica gel flash chromatography column and eluted with 10% EtOAc-hexane. Evaporation of the purified fractions and drying in vacuo afforded the title compound which was used directly in the next step without further characterization.

後処理

  1. additionAfter the addition
  2. customThe methylene chloride was then removed in vacuo
  3. washeluted with 10% EtOAc-hexane
  4. customEvaporation of the purified fractions
  5. customdrying in vacuo

出典と根拠

ORDレコード
ord-07a030bf6b6d4bf986eb2ebb1d9d3b8f
出典データセット
uspto-grants-1995_02
特許番号
US05391566

反応ノート

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