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

HRID 2360950노트

반응식

HRID 2360950 반응식
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]

참가 물질

3

반응물 2

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

생성물 1

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

실험 절차

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): δ2.03 (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. (C15H3]F2O3P.0.2H2O)C, H.

후처리

  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

출처 및 근거

ORD 기록
ord-19b99f756da34083863fd145b32ca283
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08686177B2

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