Ammonia → 2-Cyclohexyl-2-hydroxymethylpropan-1,3-diol

HRID 129272노트

반응식

HRID 129272 반응식
C([O:8][CH2:9][C:10]([CH:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1)([CH2:13][OH:14])[CH2:11][OH:12])C1C=CC=CC=1.N.[Na].[Cl-].[NH4+]>C(OCC)C>[CH:15]1([C:10]([CH2:9][OH:8])([CH2:11][OH:12])[CH2:13][OH:14])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1

참가 물질

6

반응물 4

HCID 222AmmoniaHCID 25517Ammonium ChlorideHCID 5360545SodiumHCID 193733732-Benzyloxymethyl-2-cyclohexylpropan-1,3-diol

생성물 1

HCID 129305402-Cyclohexyl-2-hydroxymethylpropan-1,3-diol

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

2-Benzyloxymethyl-2-cyclohexyl-propan-1,3-diol (5.5 g.) in dry diethyl ether (50 ml.) was added to liquid ammonia (200 ml) at -70°. Sodium (2.5 g.) was added to the stirred solution. Stirring was maintained at -70° for 1 hour. The mixture was allowed to warm up to 0° and solid ammonium chloride (15 g.) was added cautiously. The ammonia was removed from the reaction mixture under a current of nitrogen. Methanol (25 ml.) was added to the stirred mixture to destroy residual sodium. Dichloromethane (400 ml) was added and the mixture was filtered. The filtrates were evaporated in vacuo. 2-Cyclohexyl-2-hydroxymethylpropan-1,3-diol was obtained as a colourless solid (3.2 g.).

후처리

  1. temperaturewas maintained at -70° for 1 hour
  2. temperatureto warm up to 0°
  3. customThe ammonia was removed from the reaction mixture under a current of nitrogen
  4. additionMethanol (25 ml.) was added to the stirred mixture
  5. customto destroy residual sodium
  6. additionDichloromethane (400 ml) was added
  7. filtrationthe mixture was filtered
  8. customThe filtrates were evaporated in vacuo

출처 및 근거

ORD 기록
ord-f06e67b395724764a8f9c0e91a1fb3d2
출처 데이터셋
uspto-grants-1995_11
특허 번호
US05466710

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