Dichloromethane → (1,1-Difluoro-pentadecyl)-phosphonic acid

HRID 1351075ノート

反応式

HRID 1351075 の反応式
C([O:3][P:4]([C:9]([F:25])([F:24])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])(=[O:8])[O:5]CC)C.C(Cl)Cl>>[F:25][C:9]([P:4](=[O:3])([OH:5])[OH:8])([F:24])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]

参加物

3

反応物 2

HCID 6344DichloromethaneHCID 11773544(1,1-Difluoro-pentadecyl)Phosphonic Acid Diethyl Ester

生成物 1

HCID 11393306(1,1-Difluoro-pentadecyl)-phosphonic acid収率 78.1%

実験手順

To a solution of vacuum dried 10 (225 mg, 0.585 mmol) in methylene chloride (5 mL) bromotrimethyl silane (895 mg, 5.85 mmol) was added and the mixture was stirred at room temperature. TLC showed completion of the reaction after 6 h. Solvents were removed under reduced pressure, and the residue was stirred in 95% methanol (3 mL) for 1 h. The mixture was concentrated under reduced pressure, dried under vacuum to give 150 mg (78%) of 11 as light yellow solid. mp 66–69° C.; 1H NMR (CD3OD): δ 2.03 (m, 2H), 1.59 (m, 2H), 1.24 (br s, 22H), 0.90 (t, J=6.6 Hz, 3H); MS: [M−H]— at m/z 327.3. Anal. (C15H31F2O3P.0.2H2O) C, H.

後処理

  1. additionwas added
  2. customcompletion of the reaction after 6 h
  3. customSolvents were removed under reduced pressure
  4. stirringthe residue was stirred in 95% methanol (3 mL) for 1 h
  5. concentrationThe mixture was concentrated under reduced pressure
  6. customdried under vacuum

出典と根拠

ORDレコード
ord-88f571bfe6864a57a745350a174982b2
出典データセット
uspto-grants-2007_05
特許番号
US07217704B2

反応ノート

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