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Ammonia → [4-(2-Chloroethoxy)-2-(hydroxymethyl)-5-methoxyphenyl]methanol

HRID 2213796
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HRID 2213796 반응식
C([O:4][CH2:5][C:6]1[CH:11]=[C:10]([O:12][CH3:13])[C:9]([O:14][CH2:15][CH2:16][Cl:17])=[CH:8][C:7]=1[CH2:18][O:19]C(=O)C)(=O)C.N>CO>[Cl:17][CH2:16][CH2:15][O:14][C:9]1[C:10]([O:12][CH3:13])=[CH:11][C:6]([CH2:5][OH:4])=[C:7]([CH2:18][OH:19])[CH:8]=1
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참가 물질

4

반응물 2

HCID 222AmmoniaHCID 115879752-[(Acetyloxy)methyl]4-(2-chloroethoxy)-5-methoxybenzyl acetate

생성물 1

HCID 11630152[4-(2-Chloroethoxy)-2-(hydroxymethyl)-5-methoxyphenyl]methanol수율 94.5%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of 14.0 g of the 2-[(acetyloxy)methyl]4-(2-chloroethoxy)-5-methoxybenzyl acetate in 600 mL of methanol is stirred and cooled in an ice bath while ammonia gas is bubbled in, until the solution is saturated. The flask is stoppered and stored in the refrigerator for 15 hours. The reaction mixture is evaporated to give a white solid which is dried and chromatographed on a silica gel column eluting with 2:1 hexanes/ethyl acetate, to give 9.87 g of [4-(2-chloroethoxy)-2-(hydroxymethyl)-5-methoxyphenyl]methanol as a white solid, m.p. 934° C.

후처리

  1. customis bubbled in, until the solution
  2. customThe reaction mixture is evaporated
  3. customto give a white solid which
  4. customis dried
  5. customchromatographed on a silica gel column
  6. washeluting with 2:1 hexanes/ethyl acetate

출처 및 근거

ORD 기록
ord-4f48d7fa4f6845aaadce20f6026fce85
출처 데이터셋
uspto-grants-2006_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07105531B2

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