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

HRID 1197321ノート

反応式

HRID 1197321 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

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.).

後処理

  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

出典と根拠

ORDレコード
ord-36d979a5ab0a4b10bbafc34e868945ed
出典データセット
uspto-grants-1992_05
特許番号
US05116862

反応ノート

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