Carbon tetrabromide → 2-Trimethylsilanylethyl 4-bromomethyl-piperidine-1-carboxylate

HRID 1743266ノート

反応式

HRID 1743266 の反応式
O[CH2:2][CH:3]1[CH2:8][CH2:7][N:6]([C:9]([O:11][CH2:12][CH2:13][Si:14]([CH3:17])([CH3:16])[CH3:15])=[O:10])[CH2:5][CH2:4]1.[Br:18]C(Br)(Br)Br.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1>[Br:18][CH2:2][CH:3]1[CH2:8][CH2:7][N:6]([C:9]([O:11][CH2:12][CH2:13][Si:14]([CH3:17])([CH3:16])[CH3:15])=[O:10])[CH2:5][CH2:4]1

参加物

5

反応物 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 113689482-(Trimethylsilyl)ethyl 4-(hydroxymethyl)piperidine-1-carboxylate

生成物 1

HCID 222383942-Trimethylsilanylethyl 4-bromomethyl-piperidine-1-carboxylate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

19.9 g of 2-trimethylsilanylethyl 4-hydroxymethylpiperidine-1-carboxylate were dissolved in 600 ml of THF. After cooling to 0° C., 50.7 g of tetrabromomethane were added. Then 42.1 g of triphenylphosphine were added in 4 portions at intervals each of 20 min. The mixture was allowed to reach room temperature and was stirred for 14 h. The solvent was then removed in vacuo, and the residue was chromatographed on silica gel.

後処理

  1. customto reach room temperature
  2. customThe solvent was then removed in vacuo
  3. customthe residue was chromatographed on silica gel

出典と根拠

ORDレコード
ord-48b3313e1087426b80b264767c1bb6bb
出典データセット
uspto-grants-2006_03
特許番号
US07008957B2

反応ノート

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