5-Benzyloxy-alpha,alpha,alpha',alpha'tetramethyl-1,3-benzenedimethanol → 3,5-Bis(1-butylpentyl)phenol

HRID 393408Notes

Reaction equation

HRID 393408 reaction equation
C(OC1C=C(C(C)(C)O)C=C(C(C)(C)O)C=1)C1C=CC=CC=1.C([O:30][C:31]1[CH:32]=[C:33]([C:47]([CH2:53][CH2:54][CH2:55][CH3:56])([CH2:49][CH2:50][CH2:51][CH3:52])O)[CH:34]=[C:35]([C:37]([CH2:43][CH2:44][CH2:45][CH3:46])([CH2:39][CH2:40][CH2:41][CH3:42])O)[CH:36]=1)C1C=CC=CC=1>>[CH2:39]([CH:37]([C:35]1[CH:36]=[C:31]([OH:30])[CH:32]=[C:33]([CH:47]([CH2:49][CH2:50][CH2:51][CH3:52])[CH2:53][CH2:54][CH2:55][CH3:56])[CH:34]=1)[CH2:43][CH2:44][CH2:45][CH3:46])[CH2:40][CH2:41][CH3:42]

Participants

3

Reactant 2

HCID 99223705-Benzyloxy-alpha,alpha,alpha',alpha'tetramethyl-1,3-benzenedimethanolHCID 226603445-Benzyloxy-alpha,alpha,a',a'-tetrabutyl-1,3-benzenedimethanol

Product 1

HCID 226603413,5-Bis(1-butylpentyl)phenol

Procedure

The procedure (including reaction and treatment) of Example 2 was repeated, except that 5-benzyloxy-α,α,α′,α′-tetramethyl-1,3-benzenedimethanol was replaced by 5-benzyloxy-α,α,a′,a′-tetrabutyl-1,3-benzenedimethanol, to thereby yield the above-described target as colorless needles. IR(film)cm−1: 3355, 2957, 2927, 1616, 1597. 1H-NMR(CDCl3)δ: 0.81(12H,t,J=7.3 Hz), 1.05-1.33(16H,m), 1.43-1.63(8H,m), 2.37(2H,t,J=9.1,5.1 Hz), 4.52(1H,s), 6.42(2H,s), 6.47 (1H,s).

Workup

  1. customThe procedure (including reaction and treatment) of Example 2
  2. customto thereby yield the above-described target as colorless needles

Sources & evidence

ORD record
ord-f35aa08837df4848b918f885a1804a4b
Source dataset
uspto-grants-2004_10
Patent number
US06806395B2

Reaction notes

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