Butyl isocyanate → 4-Chloro-4'-(N-butyl-carbamoyloxy)-alpha-ethyl-benzhydrol

HRID 1284928

반응식

HRID 1284928 반응식
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([CH2:15][CH3:16])([OH:14])[C:7]2[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.[CH2:19]([N:23]=[C:24]=[O:25])[CH2:20][CH2:21][CH3:22].C(N(CC)CC)C>O1CCCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([CH2:15][CH3:16])([OH:14])[C:7]2[CH:12]=[CH:11][C:10]([O:13][C:24](=[O:25])[NH:23][CH2:19][CH2:20][CH2:21][CH3:22])=[CH:9][CH:8]=2)=[CH:17][CH:18]=1

참가 물질

5

반응물 3

HCID 8110Butyl isocyanateHCID 8471TriethylamineHCID 14727318alpha-Ethyl-alpha-(4-chlorophenyl)-4-hydroxy-benzylalcohol

생성물 1

HCID 147273254-Chloro-4'-(N-butyl-carbamoyloxy)-alpha-ethyl-benzhydrol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

7.9 g. of 4-chloro-4'-hydroxy-α-ethyl-benzhydrol, 3.3 g. of n-butyl-isocyanate and 0.3 ml. of triethyl amine are dissolved in 40 ml. of dry tetrahydrofurane under stirring at 25° C., and the solution is allowed to stand at this temperature for 20 hours. When the reaction is complete, tetrahydrofurane is distilled off under reduced pressure, the residue is taken up in ether, the ethereal solution is shaken with a 5% aqueous sodium hydroxide solution and washed to neutral with water. The organic phase is dried over anhydrous magnesium sulfate, filtered and ether is distilled off in vacuo. Crystallization of the residue from a mixture of n-hexane and ethyl acetate yields 9.3 g. of the named compound, which melts at 78° to 79° C.

후처리

  1. distillationtetrahydrofurane is distilled off under reduced pressure
  2. washwashed to neutral with water
  3. dry with materialThe organic phase is dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. distillationether is distilled off in vacuo
  6. customCrystallization of the residue
  7. additionfrom a mixture of n-hexane and ethyl acetate
  8. customyields 9.3 g

출처 및 근거

ORD 기록
ord-3e65dc41c411420ea5bcad8682a8aae3
출처 데이터셋
uspto-grants-1986_01
특허 번호
US04564630

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