Triphenylphosphine → 2-Aminocycloheptan-1-ol

HRID 1848019ノート

反応式

HRID 1848019 の反応式
[N:1]([CH:4]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH:5]1[OH:11])=[N+]=[N-].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>C1COCC1.O>[NH2:1][CH:4]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH:5]1[OH:11]

参加物

5

反応物 2

HCID 11776TriphenylphosphineHCID 145662602-Azidocycloheptan-1-ol

生成物 1

HCID 128869132-Aminocycloheptan-1-ol収率 66.4%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirred mixture of (±)-2-azidocycloheptanol (190 mg, 1.2 mmol) in THF (1 mL) and H2O (100 μL) was added PPh3 (321 mg, 1.2 mmol). The mixture was stirred at rt for 15 h, then concentrated under reduced pressure. The residue was purified via silica gel flash chromatography eluting with 100:15:1, CH2Cl2:MeOH:TEA to afford (±)-2-aminocycloheptanol (103 mg, 50%) as a white solid. LCMS (ELSD) (ESI) m/z 130 (M+H)+.

後処理

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was purified via silica gel flash chromatography
  3. washeluting with 100:15:1, CH2Cl2

出典と根拠

ORDレコード
ord-6ad0c534dc124358877ec05837199d7a
出典データセット
uspto-grants-2015_02
特許番号
US08952058B2

反応ノート

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